Synthesis via MedWorm.com MedWorm.com provides a medical RSS filtering service. Over 6000 RSS medical sources are combined and output via different filters. This feed contains the latest items from the 'Synthesis' source. Mon, 15 Mar 2010 16:25:45 +0100 Cinchona Alkaloids in Asymmetric Organocatalysis http://www.medworm.com/index.php?rid=3361985&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218699 This article reviews the applications of cinchona alkaloids as asymmetric catalysts. In the last few years, characterized by the resurgence of interest in asymmetric organocatalysis, cinchonaderivativeshave been shown to catalyze an outstanding array of chemical reactions, often with remarkable stereoselectivity. This work presents an overview of the transformations developed in the period from 2001 through 2009, highlighting applications in the synthesis of bioactive molecules and natural products.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3361985 Sat, 13 Mar 2010 15:58:29 +0100 3361985 One-Pot Friedländer Quinoline Synthesis: Scope and Limitations http://www.medworm.com/index.php?rid=3361984&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218701 SynthesisDOI: 10.1055/s-0029-1218701AbstractA highly effective one-pot Friedländer quinoline synthesis from -nitroarylcarbaldehydes and ketones or aldehydes was developed and the scope and limitations of the method were examined. The -nitroarylcarbaldehydes were reduced to -aminoarylcarbaldehydes with iron in the presence of a catalytic amount of aqueous hydrochloric acid; the amino compounds were then condensed in situ with ketones or aldehydes to form mono- or disubstituted quinolines, respectively, in good-to-excellent yields (58-100%).[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3361984 Sat, 13 Mar 2010 15:58:29 +0100 3361984 Ecofriendly Iodination of Activated Aromatics and Coumarins Using Potassium Iodide and Ammonium Peroxodisulfate http://www.medworm.com/index.php?rid=3361983&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218698 SynthesisDOI: 10.1055/s-0029-1218698AbstractAn environmentally benign protocol for the iodination of activated aromatics, such as phenols, anilines, and hydroxycoumarins, using inexpensive commercially available potassium iodide and ammonium peroxodisulfate (1:2.5 molar equivalents per mole of substrate) in aqueous methanol (MeOH-HO, 6:1) at room temperature has been developed. The protocol provides for -selective monoiodination as the predominant product without added acid and it is compatible with a number of common oxidizible functional groups, such as formyl, benzylic C-H, aromatic amines and hydroxymethyl. Good to acceptable yields of monoiodinated products in acceptable reaction times and exclusive -iodination for 7-hydroxycoumarins, despite the presence of vinylogous electron-rich C... Synthesis journals http://www.medworm.com/rss/comments.php?id=3361983 Sat, 13 Mar 2010 15:58:29 +0100 3361983 Efficient Synthesis of Azaspirodienones by Microwave-Assisted Radical Spirocyclization of Xanthate-Containing Ugi Adducts http://www.medworm.com/index.php?rid=3361982&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218700 SynthesisDOI: 10.1055/s-0029-1218700AbstractThe sequential use of an Ugi reaction and radical spirocyclization under microwave irradiation conditions is described. The process provides rapid access to spirodienone lactams.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3361982 Sat, 13 Mar 2010 15:58:29 +0100 3361982 Modular Trimethylene-Linked Bisimidazol(in)ium Salts http://www.medworm.com/index.php?rid=3361981&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218702 SynthesisDOI: 10.1055/s-0029-1218702AbstractA short and modular synthesis of symmetrically and nonsymmetrically substituted bisimidazolinylene N-heterocyclic carbene precursors is described. Two methods to establish dicopper(I) complexes of these compounds depending on the steric shielding of the carbene are reported.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3361981 Sat, 13 Mar 2010 15:58:29 +0100 3361981 A Concise Synthesis of (-)-(3S,6R)-3,6-Dihydroxy-10-methylundecanoic Acid Using a Cross-Metathesis Approach http://www.medworm.com/index.php?rid=3361980&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218694 SynthesisDOI: 10.1055/s-0029-1218694AbstractA new synthesis of (-)-(3,6)-3,6-dihydroxy-10-methylundecanoic acid, a β-hydroxy carboxylic acid, has been accomplished using a cross-metathesis reaction between two terminal olefin intermediates as the key step.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3361980 Sat, 13 Mar 2010 03:15:50 +0100 3361980 Efficient Synthesis of Substituted Diarylsilanes http://www.medworm.com/index.php?rid=3349631&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218696 SynthesisDOI: 10.1055/s-0029-1218696AbstractA highly efficient synthesis of substituted diarylsilanes is presented. The treatment of substituted arylbromides with -butyllithium in diethyl ether at -78 ˚C, followed by the addition to dichlorodiethoxysilane at the same temperature, leads to the quantitative formation of diaryldiethoxysilane. Selective substitution of the chlorine atoms allows an aqueous work up in air. Subsequently, the diaryldiethoxysilane is reduced to the corresponding diarylsilane by stirring with lithium aluminum hydride in diethyl ether. The product is purified by bulb-to-bulb distillation. This method does not lead to any mono- or tri-substituted products and avoids hand­ling gaseous and explosive dichlorosilane, which is a significant advantage over previ... Synthesis journals http://www.medworm.com/rss/comments.php?id=3349631 Wed, 10 Mar 2010 17:41:02 +0100 3349631 Synthesis of a Novel Series of Thieno[3,2-d]pyrimidin-4-(3H)-ones http://www.medworm.com/index.php?rid=3349630&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218697 SynthesisDOI: 10.1055/s-0029-1218697Abstract2-Aminothieno[3,2-]pyrimidin-4-ones were synthesized in one step by condensation of 3-amino(benzo)thiophene carboxylate with chloroformamidine hydrochloride.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3349630 Wed, 10 Mar 2010 17:41:02 +0100 3349630 Practical One-Pot Syntheses of Regioisomeric Furan-Fused Pyridinones (and Quinolinones) from Common Precursors http://www.medworm.com/index.php?rid=3349629&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218692 SynthesisDOI: 10.1055/s-0029-1218692Abstract3-Alkynyl-4-methoxypyridin-2(1)-ones undergo cyclization via divergent pathways when heated in acetic acid or triethyl­amine as reagent-solvent under microwave irradiation to furnish selectively furo[2,3-]pyridin-4-ones or their regioisomeric furo[3,2-]pyridin-4-ones, respectively. The same strategy applies to the synthesis of furoquinolinones.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3349629 Wed, 10 Mar 2010 17:41:02 +0100 3349629 Chemoselective (Trans)thioacetalization of Carbonyl Compounds with a Reusable Lewis Acid-Surfactant-Combined Copper Bis(dodecyl sulfate) Catalyst in Water http://www.medworm.com/index.php?rid=3349628&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218693 SynthesisDOI: 10.1055/s-0029-1218693AbstractA Lewis acid-surfactant-combined copper bis(dodecyl sulfate) [Cu(DS)] catalyst served as an efficient and reusable catalyst for the thioacetalization and transthioacetalization of carbonyl compounds and ,-acetals in water at room temperature. Some of the major advantages of this procedure are high chemoselectivity, ease of operation and purification without any organic solvent, and high yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3349628 Wed, 10 Mar 2010 17:41:02 +0100 3349628 Synthesis of (+)-4-Desoxypentenomycin and Analogues http://www.medworm.com/index.php?rid=3349627&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218690 SynthesisDOI: 10.1055/s-0029-1218690AbstractA synthesis of (+)-4-desoxypentenomycin is reported here; it involves diastereoselective phenylsulfanylpropylation of an enolate anion derived from methyl (2,5,6)-5,6-dimethoxy-5,6-dimethyl[1,4]dioxane-2-carboxylate, obtained from -mannitol, and is followed by sulfide oxidation, intramolecular acylation of the α-sulfinyl carbanion, sulfoxide elimination, and hydrolysis. Straightforward access to substituted analogues of (+)-4-desoxypentenomycin was also demonstrated by means of Suzuki-Miyaura, Sonogashira, and Heck coupling reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3349627 Wed, 10 Mar 2010 17:41:02 +0100 3349627 A Straightforward Diastereoselective Synthesis and Evaluation of Climacostol, A Natural Product with Anticancer Activities http://www.medworm.com/index.php?rid=3349626&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218695 SynthesisDOI: 10.1055/s-0029-1218695AbstractOn the basis of continued interest in plant-derived natural products as anticancer agents, a shorter and more efficient synthesis of climacostol is reported. This compound showed an anticancer activity better than that of the natural product. The improved potency and selectivity can be due to the absence of traces of the undesired -isomer present in the natural climacostol. Furthermore, the versatile strategy developed for this simple molecule such as climacostol could aid in the synthesis of other more complex natural products.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3349626 Wed, 10 Mar 2010 17:41:02 +0100 3349626 Mild Conditions for Copper-Catalyzed N-Arylation of Imidazoles http://www.medworm.com/index.php?rid=3349625&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218691 SynthesisDOI: 10.1055/s-0029-1218691AbstractAn efficient copper(I) bromide catalyzed N-arylation of azoles with a variety of aromatic bromides and iodides under mild conditions is reported. This reaction displayed great functional group compatibility and excellent reactive selectivity.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3349625 Wed, 10 Mar 2010 03:10:05 +0100 3349625 Process Chemistry in the Pharmaceutical Industry, Vol. 2: Challenges in Ever-Changing Climates http://www.medworm.com/index.php?rid=3334568&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218689 Synthesis 2010; 2010: 1058-1058DOI: 10.1055/s-0029-1218689© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3334568 Fri, 05 Mar 2010 16:06:35 +0100 3334568 Synthesis of Aculeatins A and B via Iterative Hydrolytic Kinetic Resolution http://www.medworm.com/index.php?rid=3306030&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218687 SynthesisDOI: 10.1055/s-0029-1218687AbstractA simple and concise approach for the synthesis of aculeatins­ A and B starting from (±)-epichlorohydrin is described. The synthetic strategy features Jacobsen’s hydrolytic kinetic resolution and a Linchpin coupling as key steps.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3306030 Thu, 25 Feb 2010 16:23:13 +0100 3306030 Copper(II)-Catalyzed Conversion of Aryl/Heteroaryl Boronic Acids, Boronates, and Trifluoroborates into the Corresponding Azides: Substrate Scope and Limitations http://www.medworm.com/index.php?rid=3306029&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218683 We report the copper(II)-catalyzed conversion of organoboron compounds into the corresponding azide derivatives. A systematic series of phenylboronic acid derivatives is evaluated to examine the importance of steric and electronic effects of the substituents on reaction yield as well as functional group compatibility. Heterocyclic substrates are also shown to participate in this mild reaction while compounds incorporating B-C(sp) bonds are unreactive under the reaction conditions. The copper(II)-catalyzed boronic acid-azide coupling reaction is further extended to both boronate esters and potassium organotrifluoroborate salts. The method described herein complements existing procedures for the preparation of aryl azides from the respective amino, triazene, and halide derivatives and we exp... Synthesis journals http://www.medworm.com/rss/comments.php?id=3306029 Thu, 25 Feb 2010 16:23:13 +0100 3306029 Synthesis of 1-Substituted 2-(Trifluoromethyl)indoles via a Palladium-Catalyzed Double Amination Reaction http://www.medworm.com/index.php?rid=3306028&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218686 SynthesisDOI: 10.1055/s-0029-1218686AbstractA new, selective protocol for the synthesis of 1-substituted 2-(trifluoromethyl)indoles has been developed by palladium-catalyzed double amination reaction of 2-chloro-1-(2-halophenyl)-3,3,3-trifluoroprop-1-enes with primary amines. This route allows the formation of two C-N bonds in one pot from the reaction between­ 2-chloro-1-(2-halophenyl)-3,3,3-trifluoroprop-1-enes and primary amines using the Pd(dba)//-BuONa system. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3306028 Thu, 25 Feb 2010 16:23:13 +0100 3306028 Copper-Mediated Homocoupling of Vinyl Dibromides to Symmetrical Diynes http://www.medworm.com/index.php?rid=3306027&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218688 SynthesisDOI: 10.1055/s-0029-1218688Abstract1,1-Dibromoalk-1-enes were dimerized readily in the presence of copper iodide, a diamine ligand, and cesium carbonate in DMF to give symmetrical 1,3-diynes. The reaction was found to be selective and rather general, furnishing the corresponding diynes in good yields, even with complex and sensitive dibromides, and provides useful insights into the reactivity of 1,1-dibromoalk-1-enes with copper(I).[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3306027 Thu, 25 Feb 2010 16:23:13 +0100 3306027 Synthesis of Bis(N-acylamidines) from Amidines and N-Acylbenzotriazoles http://www.medworm.com/index.php?rid=3306026&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218685 SynthesisDOI: 10.1055/s-0029-1218685AbstractBis(-acylamidines) , linked by a spacer connected to the carboxyl groups, were synthesized in moderate to good yields from bis(-acylbenzotriazoles) and amidines . In contrast, the corresponding bis(carboxylic acid) chlorides were not well suited for the synthesis of the compounds . 2-Aminothiazole gave the bis-amide , where the amidine moieties are part of heterocyclic ring systems. Furthermore, the reaction of a bis-amidine with two equivalents of -benzoylbenzotriazole ()gave the bifunctional -acylamidine , linked to the spacer at the amidine carbon atoms. All substances were thoroughly characterized including nine X-ray diffraction studies.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |... Synthesis journals http://www.medworm.com/rss/comments.php?id=3306026 Thu, 25 Feb 2010 16:23:13 +0100 3306026 Tuning the Polarity of Hierarchically Assembled Helicates http://www.medworm.com/index.php?rid=3306025&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218684 SynthesisDOI: 10.1055/s-0029-1218684AbstractCatechol ligands bearing ester groups in 3-position (,, ) are building blocks for the formation of triply lithium-bridged dinuclear helicate-type complexes [Li(,,)Ti]. Attachment of appropriate functionalities at the ester unit allows the fine tuning of the polarity of the compounds to afford solubility in highly nonpolar as well as highly polar solvents. The investigations show that the internal dinuclear core is stable in a broad variety of solvents, even in water.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3306025 Thu, 25 Feb 2010 16:23:13 +0100 3306025 Hydrazinophosphonates and Hydrazinobisphosphonates: Novel Mitsunobu and Arbuzov-Type Multicomponent Application of the Morrison-Brunn-Huisgen Betaine http://www.medworm.com/index.php?rid=3306024&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218681 SynthesisDOI: 10.1055/s-0029-1218681AbstractA novel protocol for hydrazinophosphonate and hydrazinobisphosphonate synthesis by acylation, sulfonylation, and phosphorylation of the Morrison-Brunn-Huisgen zwitterion has been found. Interestingly, the reaction leads to hydrazinophosphonates via an Arbuzov-type multicomponent pathway.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3306024 Thu, 25 Feb 2010 03:17:30 +0100 3306024 Stereoselective Total Synthesis of (-)-Colletol by Prins Cyclisation http://www.medworm.com/index.php?rid=3290384&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218679 SynthesisDOI: 10.1055/s-0029-1218679AbstractA simple and efficient asymmetric total synthesis of the bis-macrolactone (-)-colletol was accomplished, proving the versatility of the Prins cyclisation in natural product synthesis. The synthesis mainly relies upon reductive opening of a pyran ring, Mitsunobu inversion, the Wittig reaction, and Yamaguchi macrolactonisation as the key steps.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3290384 Sat, 20 Feb 2010 16:10:59 +0100 3290384 Preparation of Substituted Oxazoles by Ritter Reactions of α-Oxo Tosylates http://www.medworm.com/index.php?rid=3290383&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218682 SynthesisDOI: 10.1055/s-0029-1218682AbstractThe Lewis acid catalyzed Ritter reaction of α-oxo tosylates with nitriles forms the basis of an efficient synthesis of oxazoles. Oxazoles with various substituents can be readily prepared from inexpensive starting materials.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3290383 Sat, 20 Feb 2010 03:27:00 +0100 3290383 Comprehensive Organic Name Reactions and Reagents http://www.medworm.com/index.php?rid=3279327&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218680 Synthesis 2010; 2010: 892-892DOI: 10.1055/s-0029-1218680© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3279327 Wed, 17 Feb 2010 16:18:28 +0100 3279327 Synform issue 2010/3 http://www.medworm.com/index.php?rid=3279326&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219446 Synthesis 2010; 2010: A22-A32DOI: 10.1055/s-0029-1219446© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3279326 Wed, 17 Feb 2010 16:18:28 +0100 3279326 Microwave-Assisted Synthesis of Nitro-Substituted Tetrahydropyrido­azepines http://www.medworm.com/index.php?rid=3266259&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218678 SynthesisDOI: 10.1055/s-0029-1218678AbstractThe microwave-assisted condensation of azepan-4-ones with 3,5-dinitro-1-methylpyridin-2-one in the presence of ammonia was found to be a highly efficient method for the synthesis of nitro-substituted tetrahydropyridoazepines. Variation of the substituent at the amino group enables the regioselective synthesis of tetrahydropyrido[3,2-]azepines and tetrahydropyrido[2,3-]azepines.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3266259 Fri, 12 Feb 2010 15:58:44 +0100 3266259 Efficient Synthesis of β-Oxoalkyl Carbamates from Carbon Dioxide, Internal Propargylic Alcohols, and Secondary Amines Catalyzed by Silver Salts and DBU http://www.medworm.com/index.php?rid=3266258&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218675 SynthesisDOI: 10.1055/s-0029-1218675AbstractThe three-component reaction of internal propargylic alcohols with secondary amines and carbon dioxide proceeded smoothly in the presence of a catalyst system comprising a silver salt and 1,8-diazabicyclo[5.4.0]undec-7-ene in 1,4-dioxane at 90 ˚C to give the corresponding β-oxoalkyl carbamates in good to high yields. The counterion of the silver salt had little effect on the reaction whereas the nature of the organic base had a marked influence.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3266258 Fri, 12 Feb 2010 15:58:44 +0100 3266258 A Simple and Practical Approach to the Dibenzo[c,f]thiazolo[3,2-a]azepines: A Novel Fused Tetracyclic Azepine System http://www.medworm.com/index.php?rid=3266257&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218674 SynthesisDOI: 10.1055/s-0029-1218674AbstractA novel set of functionalized dibenzo[,]thiazolo[3,2-]azepines, which is a new ring system, were successfully synthesized in a four-step protocol starting from readily available substituted -allyl--benzylanilines. The synthesis of the title compounds was accomplished through cyclocondensation of morphanthridines with mercaptoacetic acid. Morphanthridines were prepared by selective oxidation of dihydromorphanthridines with pyridinium chlorochromate in dichloromethane. The dihydromorphanthridines were obtained by acid-catalyzed intramolecular Friedel-Crafts alkylation of substituted 2-allyl--benzylanilines, which in turn, were prepared from -allyl--benzylanilines by aromatic amino-Claisen rearrangement. The structural elucidation of all synthesized... Synthesis journals http://www.medworm.com/rss/comments.php?id=3266257 Fri, 12 Feb 2010 15:58:44 +0100 3266257 A Synthetic Route to Fully Substituted Chiral Cyclopentylamine Derivatives: Precursors of Carbanucleosides http://www.medworm.com/index.php?rid=3266256&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218677 SynthesisDOI: 10.1055/s-0029-1218677AbstractRemoval of silyl protection from -glucose derived substrate afforded , which upon acetonide deprotection followed by reaction with -benzylhydroxylamine furnished two isomeric isoxazolidinocyclopentane derivatives via spontaneous cyclization of an in situ generated nitrone. The methyl xanthate derivative of the tertiary hydroxyl group of one isomer was isolated and subjected to radical deoxygenation reaction to form epimeric products, while with the other isomer it underwent spontaneous 1,2-elimination to form a mixture of the two possible endocyclic olefins. Hydrogenolytic cleavage of the isoxazolidine rings of the purified products followed by insertion of 5-amino-4-chloropyrimidine moiety and purine ring construction smoothly afforded structura... Synthesis journals http://www.medworm.com/rss/comments.php?id=3266256 Fri, 12 Feb 2010 15:58:44 +0100 3266256 New Synthetic Methodology for Construction of the 1,3,4,5-Tetrahydro-2H-1,3-benzodiazepin-2-one Skeleton http://www.medworm.com/index.php?rid=3266255&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218673 SynthesisDOI: 10.1055/s-0029-1218673AbstractWe hereby report a new synthetic methodology for construction of the 1,3,4,5-tetrahydro-2-1,3-benzodiazepin-2-one skeleton. 2-(2-Carboxyethyl)benzoic acid was converted into the corresponding bis(acyl azide). Curtius rearrangement of the diazide followed by reaction with alcohols provided diurethane derivatives. Ring-closure reaction of the diurethanes with base resulted in formation of the 1,3-benzodiazepin-2-one skeleton.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3266255 Fri, 12 Feb 2010 03:00:11 +0100 3266255 Thallium(III) in Organic Synthesis http://www.medworm.com/index.php?rid=3253825&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218669 SynthesisDOI: 10.1055/s-0029-1218669AbstractThis review article discusses the literature regarding thallium(III) compounds in synthetic organic chemistry published in the last decade, including several applications in the total synthesis of natural products. The reactions that received the most attention in this period were: i) the oxidative rearrangement of chalcones; ii) the ring contraction of cyclic alkenes; iii) the oxidation of homoallylic alcohols; iv) aromatic thallations; and v) oxidative couplings, including with phenols.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3253825 Tue, 09 Feb 2010 02:55:46 +0100 3253825 Synthesis of Cyclic Hydrazino α-Carboxylic Acids http://www.medworm.com/index.php?rid=3246414&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218652 We present a review of different methods for the preparation of five- and six-membered cyclic hydrazino α-carboxylic acids­ and their derivatives. These heterocycles are common building blocks in pharmaceuticals and many natural products. In addition, hydrazino carboxylic acids have been used as auxiliaries and intermediates in organic syntheses and selected applications are highlighted in this summary. For six-membered heterocycles (piperazic acids), the literature since 1998 is covered as a follow-up to the review by Ciufolini and Xi.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246414 Sat, 06 Feb 2010 17:11:55 +0100 3246414 Advances in 2-(Alkoxycarbonyl)allylboration of Carbonyl Compounds and Other Direct Methods for the Preparation of α-Exo-Alkylidene γ-Lactones http://www.medworm.com/index.php?rid=3246413&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218664 SynthesisDOI: 10.1055/s-0029-1218664AbstractReagents and methodologies allowing for direct preparation of α-exo-alkylidene γ-lactones are of great interest because of the multiple biological properties demonstrated by these natural and unnatural compounds. Relatively few simple and direct methods are available for the preparation of these important compounds, and these methods along with their applications in target-oriented and diversity-oriented synthesis are covered in this review focusing on the most recent advances in the literature. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246413 Sat, 06 Feb 2010 17:11:55 +0100 3246413 Reactions of 2-Methyl- and 1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine with Aroyl Chlorides: Diverse Reactivities of Cyclic Ketene N,N′-Acetals Generated in situ http://www.medworm.com/index.php?rid=3246412&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218670 SynthesisDOI: 10.1055/s-0029-1218670Abstract2-Methyl-1,4,5,6-tetrahydropyrimidine reacted with two equivalents of aroyl chloride in tetrahydrofuran-triethylamine to give ,′-diaroyl cyclic ketene ,-acetals that are inert to excess aroyl chlorides. No carbon-carbon bond was formed in these reactions. Conversely, 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine reacted with three equivalents of aroyl chloride under the same conditions to give aroyl ′-methyl β,β-dioxo cyclic ketene ,′-acetals, with formation of two carbon-carbon bonds. Various reactions of cyclic amidines with aroyl chlorides were observed and are discussed in terms of the effects of the ring size and substituents on the reactivities of the cyclic ketene ,′-acetals generated in situ.[...]© Georg Thi... Synthesis journals http://www.medworm.com/rss/comments.php?id=3246412 Sat, 06 Feb 2010 17:11:55 +0100 3246412 3-Acetylcoumarin as a Practical Ligand for Copper-Catalyzed C-N Coupling Reactions at Room Temperature http://www.medworm.com/index.php?rid=3246411&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218661 SynthesisDOI: 10.1055/s-0029-1218661AbstractThe use of coumarin-based ligands was examined in copper-catalyzed C-N cross-coupling reactions. It was found that 3-acetylcoumarin constituted a new, practical ligand for the copper-catalyzed N-arylation of aliphatic amines and imidazole with aryl iodides at room temperature. Aryl bromides could also be aminated efficiently at 80 ˚C. This readily available catalyst system, namely copper(I) iodide and 3-acetylcoumarin, provides a mild and practical method for the synthesis of aromatic amines.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246411 Sat, 06 Feb 2010 17:11:55 +0100 3246411 Straightforward Access to α-Methylamines through Cross-Metathesis http://www.medworm.com/index.php?rid=3246410&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218672 SynthesisDOI: 10.1055/s-0029-1218672AbstractA two-step procedure involving cross-metathesis and reductive amination enables easy access to α-methylamines and α,α′-dimethyldiamines from a wide variety of terminal olefins.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246410 Sat, 06 Feb 2010 17:11:55 +0100 3246410 Synthesis of Optically Pure Lactone Metabolites of Tea Catechins http://www.medworm.com/index.php?rid=3246409&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218671 SynthesisDOI: 10.1055/s-0029-1218671AbstractCatechins and epicatechins are extremely useful compounds in the context of biological activities. These compounds afford many metabolites, including γ-valerolactone derivatives, through metabolic pathways in the human body. Several of these γ-valerolactone metabolites were synthesized as optically pure authentic standards.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246409 Sat, 06 Feb 2010 17:11:55 +0100 3246409 A Straightforward Approach to Substituted 2-(Hydroxymethyl)-2,3-dihydrofuro[2,3-b]pyridines and 3-Hydroxy-3,4-dihydro-2H-pyrano[2,3-b]pyridines http://www.medworm.com/index.php?rid=3246408&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218665 SynthesisDOI: 10.1055/s-0029-1218665AbstractAn efficient route to 2-(hydroxymethyl)-2,3-dihydrofuro[2,3-]pyridines and 3-hydroxy-3,4-dihydro-2-pyrano[2,3-]pyridines is reported. The strategy is based on an intramolecular inverse electron demand Diels-Alder reaction starting from 1,2,4-triazines. The hydroxy function comes from the glycidol ring opening with alkynyllithium or alkynylorganoalane.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246408 Sat, 06 Feb 2010 17:11:55 +0100 3246408 Methylene Meldrum’s Acid Derivatives of Indoxyl and Their Cyclization Reactions under Flash Vacuum Pyrolysis Conditions http://www.medworm.com/index.php?rid=3246407&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218668 SynthesisDOI: 10.1055/s-0029-1218668AbstractPure indoxyl can be obtained in 75% yield by flash vacuum pyrolysis (FVP) of 2′-azidoacetophenone at 650 ˚C. Reaction of indoxyl with methoxymethylene Meldrum’s acid takes place at the 1-position, and FVP of the resulting derivative provides 1-hydroxy-9-pyrrolo[1,2-]indol-9-one (54%). FVP of the isomeric 2-methylene compound gives pyrano[3,2-]indol-2(5)-one (42%).[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246407 Sat, 06 Feb 2010 17:11:55 +0100 3246407 Microwave-Assisted Synthesis of 2-Substituted 4-Biarylyl-1,3-thiazoles by Carbon-Carbon Cross-Coupling in Water http://www.medworm.com/index.php?rid=3246406&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218662 SynthesisDOI: 10.1055/s-0029-1218662AbstractSuzuki-Miyaura and Heck-Mizoroki C-C cross-coupling reactions of 4-(halophenyl)-1,3-thiazoles with aryl(hetaryl)boronic acids or olefins, respectively, were investigated by using a catalytically active benzimidazole-based palladium(II) complex under both thermal and microwave heating conditions in water. The factors affecting the optimization of such reactions were evaluated.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246406 Sat, 06 Feb 2010 17:11:55 +0100 3246406 Synthesis of the Antibacterial Benzoquinone Primin and its Water-Soluble Analogue, Primin Acid http://www.medworm.com/index.php?rid=3246405&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218666 SynthesisDOI: 10.1055/s-0029-1218666AbstractThe biologically active natural product, primin and its water-soluble acid analogue, primin acid are prepared in 34% and 25% overall yields, respectively, from a common intermediate using a Grignard reaction and a Johnson-Claisen rearrangement as the key steps.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246405 Sat, 06 Feb 2010 17:11:55 +0100 3246405 Synthesis of Hexa-peri-hexobenzocoronenes Carrying Linear or Branched Perfluoroalkylated Side Chains http://www.medworm.com/index.php?rid=3246404&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218667 SynthesisDOI: 10.1055/s-0029-1218667AbstractSubstituted disc-shaped perfluoroalkylated hexa--hexabenzocoronenes (HBC), known to self-assemble into conducting ordered architectures, were synthesized and characterized. A systematic variation of the linear or branched perfluoroalkylated side chains was performed in order to screen the influence of the lateral chain on their one-dimensional self-aggregation. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246404 Sat, 06 Feb 2010 17:11:55 +0100 3246404 Development of Oxidative Formylation and Ketonylation Reactions http://www.medworm.com/index.php?rid=3246403&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218663 SynthesisDOI: 10.1055/s-0029-1218663AbstractThe first oxidative formylation and oxidative ketonylation of alkenylamines and alkenyl alcohols is demonstrated. A range of substrates that participate in this process are provided. Oxidative formylation was found to proceed optimally with the use of triphenylsilane as the hydride source. Oxidative ketonylation was feasible with a number of organometallic partners, especially dialkylzinc or organostannanes. An interesting finding regarding the fate of various acylpalladium intermediates is discussed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3246403 Sat, 06 Feb 2010 02:42:39 +0100 3246403 ‘Ligand-Free-Like’ CuCl-Catalyzed Atom Transfer Radical Cyclization of N-Substituted N-Allyl Polychloroamides to γ-Lactams http://www.medworm.com/index.php?rid=3235045&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218659 Synthesis 2010; 2010: e2-e2DOI: 10.1055/s-0029-1218659© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3235045 Wed, 03 Feb 2010 16:23:58 +0100 3235045 The Mizoroki-Heck Reaction http://www.medworm.com/index.php?rid=3235044&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218660 Synthesis 2010; 2010: 718-718DOI: 10.1055/s-0029-1218660© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3235044 Wed, 03 Feb 2010 16:23:58 +0100 3235044 Novel Synthetic Approaches to (Trifluoromethyl)triazoles http://www.medworm.com/index.php?rid=3222710&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218656 SynthesisDOI: 10.1055/s-0029-1218656AbstractNew synthetic procedures for the trifluoromethyl-substituted triazoles, 3-(trifluoromethyl)-4-1,2,4-triazole and 4-(trifluoromethyl)-1-1,2,3-triazole, have been elaborated. The target compounds were prepared from commercially available trifluoro­acethydrazide (one step) and methyl propiolate (three steps), respectively.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3222710 Sat, 30 Jan 2010 16:04:57 +0100 3222710 Highly Efficient Cs2CO3-Catalyzed 1,4-Addition of Me3SiCN to Enones with Water as the Additive http://www.medworm.com/index.php?rid=3222709&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218653 SynthesisDOI: 10.1055/s-0029-1218653AbstractA facile and efficient 1,4-addition of MeSiCN to enones has been achieved with perfect regioselectivity using CsCO as catalyst. Thus, with 0.5 mol% of CsCO and 4 equivalents of HO as the additive excellent yields (81-99%) of β-cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3222709 Sat, 30 Jan 2010 16:04:57 +0100 3222709 A New Synthesis of Functionalized 2,2′-Biimidazoles http://www.medworm.com/index.php?rid=3222708&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218655 SynthesisDOI: 10.1055/s-0029-1218655AbstractA new two-step synthesis of N,N′-disubstituted 2,2′-biimidazoles from bisimidoyl chlorides is reported. The bisimidoyl chlorides react smoothly with (2,2-dimethoxyethyl)amine to give bisamidines that are subsequently cyclized to give the corresponding biimidazoles.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3222708 Sat, 30 Jan 2010 16:04:57 +0100 3222708 Acid-Induced Rearrangement Reactions of α-Hydroxy-1,3-dithianes http://www.medworm.com/index.php?rid=3222707&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218658 SynthesisDOI: 10.1055/s-0029-1218658AbstractSecondary benzylic or aliphatic α-hydroxydithianes - rearrange to α-thioketones when treated with acid. Related tertiary alcohols - eliminate to dithioketene ketals (e.g., ), which are ring-opened to thiols in some cases (, ). Allylic α-hydroxydithianes and form the thioesters and (homologation), and the tertiary alcohols and undergo deoxygenation to and . [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3222707 Sat, 30 Jan 2010 16:04:57 +0100 3222707 Noncatalytic Electrophilic Oxyalkylation of 3-Aminopyrazoles with 2-(Trifluoroacetyl)-1,3-azoles http://www.medworm.com/index.php?rid=3222706&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218657 SynthesisDOI: 10.1055/s-0029-1218657Abstract2-(Trifluoroacetyl)-1,3-azoles reacted with 3-aminopyrazoles to give the corresponding trifluoromethyl-substituted alcohols. The conditions required for the reaction and the yields of the products were highly dependent on the electronic nature of the both the 1,3-azole and the 3-aminopyrazole units.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3222706 Sat, 30 Jan 2010 16:04:57 +0100 3222706 Synthesis of Bifunctional Hydroxamic Acids as Novel Ligands for the Hydrophilic Stabilization of Iron Oxide Nanoparticles http://www.medworm.com/index.php?rid=3222705&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218654 SynthesisDOI: 10.1055/s-0029-1218654AbstractA general method for synthesizing bifunctional hydroxamic acids containing carboxylic acid or amino functionalities is reported. Various products from simple alkyl to complex dendrimer-like structures are described. Such molecules have recently been used in ligand-exchange reactions for the hydrophilic stabilization of originally oleic acid protected iron oxide nanoparticles.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3222705 Sat, 30 Jan 2010 02:45:20 +0100 3222705 Synthesis of Halogenated Carboxylic Acids and Amino Acids http://www.medworm.com/index.php?rid=3207747&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218649 SynthesisDOI: 10.1055/s-0029-1218649AbstractThis review summarizes and focuses on stereoselective methods for the preparation of halogenated carboxylic acids and amino acids. Diastereoselective and enantioselective halogen atom transfer processes as well as methods for the synthesis of fluoroalkyl-substituted compounds are discussed in detail.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207747 Tue, 26 Jan 2010 16:14:45 +0100 3207747 Peptide-Catalyzed Conjugate Addition Reactions of Aldehydes to Nitroolefins http://www.medworm.com/index.php?rid=3207746&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218651 SynthesisDOI: 10.1055/s-0029-1218651AbstractThe tripeptide H--Pro-Pro-Glu-NH is an efficient catalyst for conjugate addition reactions of aldehydes to nitroolefins. Chiral γ-nitroaldehydes are obtained in excellent yields and stereoselectivities in the presence of as little as 1 mol% of the tripeptide catalyst. Under further optimized reaction conditions the product was obtained in essentially perfect stereoselectivity (/, >99:1, 99% ee). [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207746 Tue, 26 Jan 2010 16:14:45 +0100 3207746 N,N′-Di-Boc-substituted Thiourea as a Novel and Mild Thioacylating Agent Applicable for the Synthesis of Thiocarbonyl Compounds http://www.medworm.com/index.php?rid=3207745&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219273 SynthesisDOI: 10.1055/s-0029-1219273AbstractStable and readily available ,′-di-Boc-substituted thiourea, when activated with trifluoroacetic acid anhydride, was used as a novel thioacylating agent. Through the thioacylation of nucleophiles, such as amines, alcohols, thiols, sodium benzene­thiolate, and sodium malonates with ,′-di-Boc-substituted thiourea, a series of thiocarbonyl compounds were prepared under mild conditions with good chemical selectivity and functional group tolerance.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207745 Tue, 26 Jan 2010 16:14:45 +0100 3207745 Highly Enantio- and Diastereoselective Mannich Reaction of a Chiral Nickel(II) Glycinate with an α-Imino Ester for Asymmetric Synthesis of a 3-Aminoaspartate http://www.medworm.com/index.php?rid=3207744&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219275 SynthesisDOI: 10.1055/s-0029-1219275AbstractA 3-aminoaspartate ester was synthesized by a highly enantio- and diastereoselective Mannich reaction of a chiral nickel(II) complex of a Schiff base of glycine with an -(-methoxy­phenyl)-protected α-imino ester in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene and dichloromethane at room temperature. This procedure leads to products with up to 99% diastereo­meric excess and excellent yields. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207744 Tue, 26 Jan 2010 16:14:45 +0100 3207744 Lateral Lithiation of N′-(2-Methylbenzyl)-N,N-dimethylurea and N-(2-Methylbenzyl)pivalamide: Synthesis of Tetrahydroisoquinolines http://www.medworm.com/index.php?rid=3207743&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219277 SynthesisDOI: 10.1055/s-0029-1219277AbstractLithiation of ′-(2-methylbenzyl)-,-dimethylurea and -(2-methylbenzyl)pivalamide with two mole equivalents of -butyllithium at -78 ˚C takes place on the nitrogen and on the methyl group at position 2. The lithium reagents thus obtained react with a variety of electrophiles to give the corresponding side-chain-substituted derivatives in high yields. Dehydration of the products obtained from reactions with carbonyl compounds in some cases gives the corresponding tetrahydroisoquinolines in excellent yields, while in other cases dehydration takes place within the substituted side chain to produce the corresponding alkenes in excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  A... Synthesis journals http://www.medworm.com/rss/comments.php?id=3207743 Tue, 26 Jan 2010 16:14:45 +0100 3207743 Concise Synthesis of Pyrimido-azocine Derivatives via Aza-Claisen Rearrangement and Intramolecular Heck Reaction http://www.medworm.com/index.php?rid=3207742&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219276 SynthesisDOI: 10.1055/s-0029-1219276AbstractAn expedient approach involving BF˙OEt-catalyzed aza-Claisen rearrangement and palladium-catalyzed intramolecular Heck reaction for the synthesis of pyrimidine-fused azocine derivatives is described. The mechanistic interpretation of the plausible mode of cyclization is also described. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207742 Tue, 26 Jan 2010 16:14:45 +0100 3207742 Hydrazinopeptide Motifs Synthesized via the Ugi Reaction: An Insight into the Secondary Structure http://www.medworm.com/index.php?rid=3207741&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219274 SynthesisDOI: 10.1055/s-0029-1219274AbstractA number of -alkyl,-acylhydrazines have been synthesized via the Ugi reaction of -acylhydrazones with an isocyanide and trifluoroacetic acid. The trifluoroacetic acid acted as a ‘silent partner’ and becomes removed upon basic workup of the reaction. These compounds have been efficiently modified further via reductive alkylation to produce ,-dialkyl,-acylhydrazines. The two groups of novel hydrazinopeptide motifs have been shown by simple H NMR spectroscopic experiments to display two different secondary structure patterns. These observations were confirmed by X-ray crystallographic analysis. Combining the hydrazone and carboxylic acid moieties in one reaction precursor offers the opportunity for an ‘intramolecular’ hydrazi... Synthesis journals http://www.medworm.com/rss/comments.php?id=3207741 Tue, 26 Jan 2010 16:14:45 +0100 3207741 Cobalt-Catalyzed Generation of 1,4-Dienes as Synthons for 1,3-Dicarbonyl Compounds and Their Application in Natural Product Syntheses http://www.medworm.com/index.php?rid=3207740&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219278 SynthesisDOI: 10.1055/s-0029-1219278AbstractThe cobalt-catalyzed 1,4-hydrovinylation of alkenes with 1,3-dienes and the cobalt-catalyzed Diels-Alder reaction of alkynes with 1,3-dienes lead to acyclic and cyclic 1,4-dienes, respectively. These products can be transformed into 1,3-dicarbonyl functional groups by ozonolysis or alternative carbon-carbon double bond cleaving reactions. The application towards the synthesis of hepialone and a pyranone-type lipid from Vanilla beans is described. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207740 Tue, 26 Jan 2010 16:14:45 +0100 3207740 Synthesis of the Sugar Building Block of Bicyclo-RNA http://www.medworm.com/index.php?rid=3207739&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218650 We present the novel synthesis of two sugar units that are central intermediates for the formation of members of the bicyclo-DNA and -RNA family. The synthesis starts from commercially available 1,2:5,6-di--isopropylidene-α--glucofuranose. The key step involves the elaboration of a carbocyclic ring in a furanoside by rhodium(I)-catalyzed hydroacylation. Via this pathway, one of the sugar units is available in 8 steps and in an overall yield of 27%, while its deoxy derivative is obtained in 11 steps, which is 5 steps fewer than in our previous synthesis of this compound.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3207739 Tue, 26 Jan 2010 02:51:55 +0100 3207739 A Facile Chiral Pool Synthesis of (S)-6-Nitroindoline-2-carboxylic Acid from [nl]l-Phenylalanine http://www.medworm.com/index.php?rid=3192986&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218648 Synthesis 2010; 2010: e1-e1DOI: 10.1055/s-0029-1218648© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192986 Thu, 21 Jan 2010 16:05:50 +0100 3192986 Synform issue 2010/2 http://www.medworm.com/index.php?rid=3192985&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219257 Synthesis 2010; 2010: A11-A21DOI: 10.1055/s-0029-1219257© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192985 Thu, 21 Jan 2010 16:05:50 +0100 3192985 A Facile Synthesis of 3-[(N-Alkylanilino)(aryl)methyl]indoles Using TCT¹ http://www.medworm.com/index.php?rid=3192984&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218637 SynthesisDOI: 10.1055/s-0029-1218637AbstractThree component reaction of indoles, benzaldehydes, and -alkylanilines in the presence of 2,4,6-trichloro-1,3,5-triazine (TCT) afforded the corresponding 3-[(-alkylanilino)(aryl)methyl]indoles at room temperature in high yields (87-95%) within 1 to 2.5 hours.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192984 Thu, 21 Jan 2010 16:05:50 +0100 3192984 Efficient Copper-Catalyzed N-Arylation of Amides and Imidazoles with Aryl Iodides http://www.medworm.com/index.php?rid=3192983&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218643 SynthesisDOI: 10.1055/s-0029-1218643AbstractThe C-N cross-coupling of amides and imidazoles with aryl iodides is described using CuI in tetrabutylammonium bromide (TBAB) under ligand-free conditions. The reaction is simple, general, and efficient affording the C-N cross-coupled products in shorter time and in high yield.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192983 Thu, 21 Jan 2010 16:05:50 +0100 3192983 A Concise Synthesis of (S)-2-(Fluorodiphenylmethyl)pyrrolidine: A Novel Organocatalyst for the Stereoselective Epoxidation of α,β-Unsaturated Aldehydes http://www.medworm.com/index.php?rid=3192982&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218636 SynthesisDOI: 10.1055/s-0029-1218636AbstractA concise synthesis of ()-2-(fluorodiphenylmethyl)pyrrolidine from cheap, commercially available starting materials is described. Pertinent features of this synthetic route include ease of synthesis, facile purification steps, and an operationally simple deoxy­fluorination step to install the C-F bond. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192982 Thu, 21 Jan 2010 16:05:50 +0100 3192982 Stereoseletive Total Synthesis of 11-α- and 11-β-Methoxycurvularins http://www.medworm.com/index.php?rid=3192981&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218621 SynthesisDOI: 10.1055/s-0029-1218621AbstractTotal synthesis of 11-α-methoxycurvularin and 11-β-methoxycurvularin has been accomplished in a highly stereoselective manner by utilizing Jacobsen hydrolytic kinetic resolution, Maruoka asymmetric allylation and intramolecular Friedel-Crafts acylation as key steps. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192981 Thu, 21 Jan 2010 16:05:50 +0100 3192981 The Stereoselective Total Synthesis of (+)-Stagonolide B http://www.medworm.com/index.php?rid=3192980&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218638 SynthesisDOI: 10.1055/s-0029-1218638AbstractThe stereoselective total synthesis of the nonenolide, (+)-stagonolide B is described. The key steps involve epoxide homologation, hydrolytic kinetic resolution and ring-closing metathesis.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192980 Thu, 21 Jan 2010 16:05:50 +0100 3192980 Hydrazinium Carbazate-H2O2: An Ideal Combination for Diimide Reduction of Base-Sensitive Unsaturated Peroxides¹ http://www.medworm.com/index.php?rid=3192979&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218639 SynthesisDOI: 10.1055/s-0029-1218639AbstractThe utility of a hydrazinium carbazate (NHCOONH) and HO combination for the double bond reduction of base-sensitive unsaturated 1,2,4-trioxanes, 1,2,4-trioxepanes, and their precursors β- and γ-hydroxyhydroperoxides is presented. The method is superior to the conventional diimide reduction using NH˙HO-HOand catalytic hydrogenation. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192979 Thu, 21 Jan 2010 16:05:50 +0100 3192979 Microwave-Assisted Synthesis of Fluorescein-Labelled GalNAcα1-O-Ser/Thr (Tn) Glycopeptides as Immunological Probes http://www.medworm.com/index.php?rid=3192978&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218635 SynthesisDOI: 10.1055/s-0029-1218635AbstractFluorescently labelled glycopeptides containing GalNAcα1--Ser/Thr residues provide valuable immunological probes for the development of cancer vaccines. The microwave-assisted­ automated Fmoc solid-phase synthesis of a series of 5(6)-carboxyfluorescein-labelled GalNAcα1--Ser/Thr peptides is described. Lys(Dde)-Gly-Wang polystyrene resin was elongated using Fmoc SPPS with incorporation of several GalNAcα1--Ser/Thr residues. Deprotection of the Lys(Dde) then allowed attachment of the 5(6)-carboxyfluorescein label. The synthetic methodology described is flexible and suitably robust enabling the incorporation of three contiguous GalNAcα1--Ser residues into the peptide chain. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGe... Synthesis journals http://www.medworm.com/rss/comments.php?id=3192978 Thu, 21 Jan 2010 16:05:50 +0100 3192978 A New, One-Pot, Three-Component, Solvent-Free Synthesis of Amidoalkyl Dibenzofuranols and Dibenzofuran-Condensed 1,3-Oxazin-3-ones http://www.medworm.com/index.php?rid=3192977&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218624 SynthesisDOI: 10.1055/s-0029-1218624AbstractA new, one-pot, three-component synthesis of amido­alkyl dibenzofuranols and dibenzofuran-condensed 1,3-oxazin-3-ones in good to excellent yields via the reaction of dibenzofuran-2-ol, an aromatic aldehyde, and an amide or urea in the presence of tin(II) chloride dihydrate as a Lewis acid catalyst is described.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192977 Thu, 21 Jan 2010 16:05:50 +0100 3192977 Synthesis of Iminodiacetaldehyde Derivatives as Building Blocks for Pharmacologically Active Agents http://www.medworm.com/index.php?rid=3192976&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218622 SynthesisDOI: 10.1055/s-0029-1218622AbstractThe preparation of iminodiacetaldehyde derivatives is reported via oxidative cleavage of 3,4-dihydroxypyrrolidines with sodium periodate. High yields of iminodiacetaldehydes are obtained starting from -acyl-protected pyrrolidines, whereas the basic -benzyl-protected derivative does not yield the expected dialdehyde. A -configured dihydroxypyrrolidine, prepared from 2,5-dihydropyrrole, reacts considerably faster with sodium periodate than the corresponding -configured derivatives which are obtained in three steps from (,)-tartaric acid.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192976 Thu, 21 Jan 2010 16:05:50 +0100 3192976 Synthesis of New Enantiomerically Pure Organoiodine Catalysts and Their Application in the α-Functionalization of Ketones http://www.medworm.com/index.php?rid=3192975&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218640 SynthesisDOI: 10.1055/s-0029-1218640AbstractThe synthesis of enantiomerically pure iodoarenes and their application to the α-oxysulfonylation of propiophenone, and the lactonization of 5-oxo-5-phenylpentanoic acid using MCPBA as stoichiometric oxidant are reported to give useful synthetic intermediates in good yields and moderate enantioselectivities.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192975 Thu, 21 Jan 2010 16:05:50 +0100 3192975 Synthesis of Masked 2-Amino-3-furancarboxaldehydes http://www.medworm.com/index.php?rid=3192974&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218641 SynthesisDOI: 10.1055/s-0029-1218641Abstract5′-Substituted 2-(2-amino-3-furanyl)-1,3-dimethyl-1-benzimidazolium bromides were obtained in excellent yields upon heating (1,3-dimethyl-1,3-dihydro-2-benzimidazol-2-ylidene)ace­tonitrile with α-bromo ketones in refluxing ,-dimethylform­amide. Reduction of the prepared quaternary salts with sodium borohydride afforded 5-substituted 3-(1,3-dimethyl-2,3-dihydro-1-benzimidazol-2-yl)-2-furanamines. The latter were shown to be masked amino aldehydes. Thus, the corresponding 2-amino-3-furancarboxaldehyde phenylhydrazones and semicarbazones were obtained upon treatment with phenylhydrazine and semicarbazide, respectively, whereas condensation with malononitrile yielded 2-substituted 6-aminofuro[2,3-]pyridine-5-carbonitriles.[...]© Georg T... Synthesis journals http://www.medworm.com/rss/comments.php?id=3192974 Thu, 21 Jan 2010 16:05:50 +0100 3192974 A Simple and Efficient Method for the Synthesis of Indolo[3,2-b]carbazoles http://www.medworm.com/index.php?rid=3192973&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218644 SynthesisDOI: 10.1055/s-0029-1218644Abstract3-Alkylated indoles, obtained by three-component reactions of indole, aldehydes, and ,-dimethylbarbituric acid, afford indolo[3,2-]carbazoles in excellent yields under thermal conditions in acetic acid.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192973 Thu, 21 Jan 2010 16:05:50 +0100 3192973 Synthesis of Azapyrrolo[3,2,1-jk]carbazoles, Azaindolo[3,2,1-jk]carbazoles, and Carbazole-1-carbonitriles by Gas-Phase Cyclization of Aryl Radicals http://www.medworm.com/index.php?rid=3192972&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218634 SynthesisDOI: 10.1055/s-0029-1218634AbstractFlash vacuum pyrolysis of -(2-nitroheteroaryl)indoles or -carbazoles at 875 ˚C gave aza analogues of strained pyrrolo[3,2,1-]carbazole (50-55%) and indolo[3,2,1-]carbazole (55-85%) ring systems, respectively, through generation of aryl radicals and cyclization. The corresponding reactions of -(2-nitroheteroaryl)indazoles and -benzimidazoles at 850 ˚C, on the other hand, gave carbazole-1-carbonitrile derivatives (56-64%) by a mechanism involving radical ring opening and hydrogen atom rearrangement.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192972 Thu, 21 Jan 2010 16:05:50 +0100 3192972 New Simple Synthesis of N-Substituted 1,3-Oxazinan-2-ones http://www.medworm.com/index.php?rid=3192971&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218642 SynthesisDOI: 10.1055/s-0029-1218642AbstractAn efficient and simple synthesis of N-substituted 1,3-oxazinan-2-ones was developed that involves a three-component, one-pot reaction of readily available tetraethylammonium bicarbonate, 1,3-dibromopropane, and a primary amine in methanol at room temperature. -Alanine can be used as the amino component to give the chiral product (2)-2-(2-oxo-1,3-oxazinan-3-yl)propanoic acid.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192971 Thu, 21 Jan 2010 16:05:50 +0100 3192971 Catalytic Asymmetric Synthesis of 2,5-Naphthylpyrrolidine http://www.medworm.com/index.php?rid=3192970&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218646 SynthesisDOI: 10.1055/s-0029-1218646AbstractA novel, straightforward fully catalytic asymmetric synthesis of chiral 2,5-naphthylpyrrolidine based upon an iridium-catalyzed double allylic amination with ammonia has been developed. The products are available in high yields and enantioselectivities.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192970 Thu, 21 Jan 2010 16:05:50 +0100 3192970 Total Synthesis of Ailanthoidol, Egonol, and Related Analogues http://www.medworm.com/index.php?rid=3192969&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219224 SynthesisDOI: 10.1055/s-0029-1219224AbstractEfficient and general synthetic protocols were developed for the total synthesis of ailanthoidol, egonol, and some related analogues. The key transformations describe here involve a two-step construction of the benzofuran and a Sonogashira coupling, and proved to be convenient and effective, starting from readily available reagents.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192969 Thu, 21 Jan 2010 16:05:50 +0100 3192969 Total Synthesis of (±)-Cephalosol via Silyl Enol Ether Acylation http://www.medworm.com/index.php?rid=3192968&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218647 SynthesisDOI: 10.1055/s-0029-1218647AbstractAn efficient total synthesis of (±)-cephalosol is reported. Key steps are the acylation of a silyl enol ether with monomethyl oxalyl chloride and the subsequent acid-mediated ring closure to the isocoumarin structure. A chemoselective allylation and the conversion of the olefin into a methyl acetate were applied to install the γ-lactone moiety.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192968 Thu, 21 Jan 2010 16:05:50 +0100 3192968 ‘On Water’ Iminium/Enamine Catalysis: Organocatalytic Enantioselective Cyclopropanation of α,β-Unsaturated Aldehydes http://www.medworm.com/index.php?rid=3192967&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218645 SynthesisDOI: 10.1055/s-0029-1218645AbstractWe have developed a very efficient procedure for carrying out the cyclopropanation reaction of α,β-unsaturated aldehydes with diethyl bromomalonate using an -TMS-diarylprolinol as a catalyst. We have found that the use of water as reaction medium results in a remarkable beneficial effect on the reaction, allowing it to be performed without the need to incorporate one equivalent of an external base, which is the case in other similar methodologies reported. In addition, several new chiral pyrrolidines have been prepared that have potential for improved ability as a catalyst for this transformation in aqueous media. In this context, a modified -TMS-diarylprolinol incorporating a hydrophobic alkyl side chain has been identified as a promis... Synthesis journals http://www.medworm.com/rss/comments.php?id=3192967 Thu, 21 Jan 2010 16:05:50 +0100 3192967 A Simple and Efficient Oxidative Coupling of Aromatic Nuclei Mediated by Manganese Dioxide http://www.medworm.com/index.php?rid=3192966&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219237 SynthesisDOI: 10.1055/s-0029-1219237AbstractOxidative intramolecular coupling of the aryl rings of various stilbenes for direct construction of the phenanthrene ring system is promoted efficiently by manganese dioxide-trifluoroacetic acid at room temperature in excellent yields. This approach is also applied to the intermolecular biaryl coupling of 2-naphthols, 2-naphthalenethiol, 2-naphthylamine, a phenol ether and a phenol under very mild conditions. An electron-transfer mechanism is proposed in which manganese dioxide acts as a two-electron oxidant.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192966 Thu, 21 Jan 2010 16:05:50 +0100 3192966 Oxidation of Substituted β-Diketones with Hydrogen Peroxide: Synthesis of Esters through the Formation of Bridged 1,2,4,5-Tetraoxanes http://www.medworm.com/index.php?rid=3192965&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219225 SynthesisDOI: 10.1055/s-0029-1219225AbstractAcid-catalyzed oxidation of alkyl- and benzyl-substituted β-diketones by hydrogen peroxide at 79-120 ˚C in a mixture of an alcohol and a strong acid (sulfuric acid, tetrafluoroboric acid, or perchloric acid) gave the corresponding esters through the formation of bridged 1,2,4,5-tetraoxanes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192965 Thu, 21 Jan 2010 16:05:50 +0100 3192965 De Novo Synthesis of a Potent LIMK1 Inhibitor http://www.medworm.com/index.php?rid=3192964&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219230 SynthesisDOI: 10.1055/s-0029-1219230AbstractA potent LIMK1 inhibitor, BMS4, was synthesised in six steps starting from pyrazine-2-carboximidamide, offering a significant improvement over current methods available in the literature.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192964 Thu, 21 Jan 2010 16:05:50 +0100 3192964 Stereoselective Total Synthesis of Obolactone via Prins Cyclization http://www.medworm.com/index.php?rid=3192963&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219227 SynthesisDOI: 10.1055/s-0029-1219227AbstractThe total synthesis of a pyrone natural product obolactone has been accomplished using Prins cyclization as the key step.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192963 Thu, 21 Jan 2010 16:05:50 +0100 3192963 Iron-Catalyzed Synthesis of Selenoesters from Diselenides and Acyl Chlorides or Acid Anhydrides in the Presence of Magnesium Dust http://www.medworm.com/index.php?rid=3192962&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219229 SynthesisDOI: 10.1055/s-0029-1219229AbstractA novel and efficient synthetic methodology for the iron-catalyzed preparation of selenoesters by the reaction of diselenides with acyl chlorides or acid anhydrides has been developed. In the presence of magnesium dust, iron catalyzes the cleavage of the Se-Se bonds of the diselenides; the subsequent smooth reaction with acyl chlorides or acid anhydrides generates the corresponding selenoesters in good yields. The reaction could be carried out under neutral reaction conditions, and the method is simple, efficient, and practical.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192962 Thu, 21 Jan 2010 16:05:50 +0100 3192962 Stereoselective Total Synthesis of Cladospolide A http://www.medworm.com/index.php?rid=3192961&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219236 SynthesisDOI: 10.1055/s-0029-1219236AbstractA simple and highly efficient stereoselective total synthesis of cladospolide A, a polyketide natural product, has been achieved. The synthesis involves stereoselective zinc-mediated allylation, pivotal aldol coupling, and ring-closing metathesis. The pivotal aldol coupling is used for the first time for macrolide construction and provides an effective alternative to Yamaguchi macrolactonization.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192961 Thu, 21 Jan 2010 16:05:50 +0100 3192961 A Facile Synthesis of 1-Chloro-2,2,2-trifluoroethyl Sulfides http://www.medworm.com/index.php?rid=3192960&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219232 SynthesisDOI: 10.1055/s-0029-1219232AbstractA facile synthesis of structurally diverse 1-chloro-2,2,2-trifluoroethyl sulfides from readily available 1-bromo-1-chloro-2,2,2-trifluoroethane (Halothane) and various aliphatic and aromatic thiols in the presence of sodium dithionite/sodium bicarbonate is described. The synthetic utility of the prepared sulfides is illustrated by the synthesis of biologically potent heterocycles and by their electrophilic reactions with thiophene.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192960 Thu, 21 Jan 2010 16:05:50 +0100 3192960 Bromine-Induced Facile Synthesis of Butenolides and Spirobutenolides from Sterically Congested Tetrasubstituted Dialkyl Alkylidene Succinates http://www.medworm.com/index.php?rid=3192959&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219233 SynthesisDOI: 10.1055/s-0029-1219233AbstractStarting from sterically congested tetrasubstituted dialkyl alkylidene succinates, facile general approach to several dialkyl substituted butenolides and spirobutenolides with the generation of quaternary carbon center has been demonstrated via bromine-induced dealkylative regioselective intramolecular cyclization and dehydrobromination pathway. The mechanistic aspects involved in the formation of butenolides have been also described in brief.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192959 Thu, 21 Jan 2010 16:05:50 +0100 3192959 Concise Access to Pyrimidine-Annulated Azepine and Azocine Derivatives by Ruthenium-Catalyzed Ring-Closing Metathesis http://www.medworm.com/index.php?rid=3192958&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219228 SynthesisDOI: 10.1055/s-0029-1219228AbstractSynthetic approaches to five- and six-membered-ring systems are commonly undertaken through cyclization and cycloaddition reactions, but the formation of seven- and eight-membered-ring systems are not as abundant. An efficient and high-yielding method for the synthesis of seven- and eight-membered-ring nitrogen-containing heterocycles by ring-closing metathesis is reported.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192958 Thu, 21 Jan 2010 16:05:50 +0100 3192958 Direct C-H Bond Arylation of (Hetero)arenes with Aryl and Heteroarylboronic Acids http://www.medworm.com/index.php?rid=3192957&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219234 SynthesisDOI: 10.1055/s-0029-1219234AbstractA novel microwave-promoted protocol mediated by Mn(OAc) was developed for the single-electron-transfer oxidative direct C-H bond arylation of (hetero)arenes with aryl and hetero-arylboronic acids. Various electron-deactivated and electron-rich heteroarenes and benzene underwent successfully the direct arylation in this general process. The use of slight excess of heteroarene or benzene in this method was found to be sufficient. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192957 Thu, 21 Jan 2010 16:05:50 +0100 3192957 A Facile, Safe and Inexpensive Preparation of S-Methyl Arylcarbamothioates by Methylthiocarbonylation of Primary Arylamines with O,S-Dimethyl ­Carbonodithioate http://www.medworm.com/index.php?rid=3192956&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219226 SynthesisDOI: 10.1055/s-0029-1219226Abstract,-Dimethyl carbonodithioate is proposed as a suitable and safely handled reagent that can be used in the methylthiocarbonylation of primary arylamines to give -methyl arylcarbamothioates. Optimal conditions involved a one-step procedure that was carried out at 45 ˚C in a solvent-free system, in the presence of triethyl(methyl)ammonium -methyl carbonodithioate as a reaction promoter. The title products were obtained pure in yields that, with one exception, varied between 72 and 91% (average yield of the 12 considered examples was 83%). The by-product ,-dimethyl carbonodithioate is also a valuable reagent.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synth... Synthesis journals http://www.medworm.com/rss/comments.php?id=3192956 Thu, 21 Jan 2010 16:05:50 +0100 3192956 Regioselective Functionalization of Chlorophthalazine Derivatives http://www.medworm.com/index.php?rid=3192955&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219231 SynthesisDOI: 10.1055/s-0029-1219231AbstractChlorophthalazines were efficiently metalated using tmpZnCl˙LiCl under microwave irradiation. This provided novel substituted phthalazine derivatives after subsequent trapping of the resulting organometallic reagents with various electrophiles. Moreover, Negishi cross-coupling reactions have been performed affording new polyfunctionalized phthalazine scaffolds in very good yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192955 Thu, 21 Jan 2010 16:05:50 +0100 3192955 Synthesis and Chemical Reactivity of New Azaenamines Incorporated the 4,5,6,7-Tetrahydrobenzo[b]thiophene Moiety: 3+3 Atom Combination http://www.medworm.com/index.php?rid=3192954&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219235 SynthesisDOI: 10.1055/s-0029-1219235AbstractNovel azaenamines incorporating a tetrahydrothiophene moiety were prepared. Michael addition of an azaenamine with α,β-unsaturated nitriles took place to give [1]benzothieno[3′,2′:5,6]pyrimido[1,2-]pyridazine (thia-triaza-benzo[]fluorene) derivatives. The condensation with malononitrile resulted in the formation of a [1]benzothieno[3′,2′:5,6]pyrimido[1,2-]pyridazine-4-carbonitrile. The azaenamine also reacted with aldehydes and piperidine to give Mannich products. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3192954 Thu, 21 Jan 2010 07:20:36 +0100 3192954 Synthesis of 1,11-Dihydro-2H-[1,3]oxazolo[4′,5′:5,6]indeno[1,2-b]quinolin-2-ones with Potential Topoisomerase I Inhibitory Activity http://www.medworm.com/index.php?rid=3141743&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218605 Synthesis null; null: 180-180DOI: 10.1055/s-0029-1218605© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141743 Tue, 05 Jan 2010 15:48:39 +0100 3141743 Synform issue 2010/1 http://www.medworm.com/index.php?rid=3141742&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219082 Synthesis null; null: A1-A10DOI: 10.1055/s-0029-1219082© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141742 Tue, 05 Jan 2010 15:48:39 +0100 3141742 Editorial http://www.medworm.com/index.php?rid=3141741&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218616 Synthesis null; null: I-IDOI: 10.1055/s-0029-1218616Get connected:Table of contents (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141741 Tue, 05 Jan 2010 15:48:39 +0100 3141741 O,S-Dimethyl Carbonodithioate as a Phosgene Substitute for the Preparation of [nl]S-Methyl Alkylcarbamothioates and Dialkylcarbamothioates http://www.medworm.com/index.php?rid=3141740&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218617 Synthesis null; null: 364-364DOI: 10.1055/s-0029-1218617© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141740 Tue, 05 Jan 2010 15:48:39 +0100 3141740 Enantioselective Synthesis of Homosphingosine Derivatives from l-Aspartic Acid http://www.medworm.com/index.php?rid=3141739&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219081 SynthesisDOI: 10.1055/s-0029-1219081AbstractThe sterically demanding 9-phenylfluorenyl N-protection of a number of amino acids allows the formation of amino acid derived β-ketophosphonate reagents and their Horner-Wadsworth-Emmons olefination. In an attempt to develop a synthesis of --homosphingosine in enantiopure form, we have shown that the reactivity of the intermediates is influenced by the distinctive conformational requirements of this large protecting group. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141739 Tue, 05 Jan 2010 15:48:39 +0100 3141739 Synthesis of New Diversely Linked Biquinoline Derivatives by Multicomponent Imino-Diels-Alder Cycloaddition and Intramolecular Friedel-Crafts Cyclization http://www.medworm.com/index.php?rid=3141738&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218613 SynthesisDOI: 10.1055/s-0029-1218613AbstractNew and efficient routes for diversely linked 2,6′-, 2,7′-, 2,2′-, or 2,8′-biquinoline derivatives are reported. These routes are based on the powerful methodologies of imino-Diels-Alder cycloaddition reactions and intramolecular Friedel-Crafts cyclization reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141738 Tue, 05 Jan 2010 15:48:39 +0100 3141738 Synthesis of New Aminonicotinate Derivatives from Acetylated Baylis-Hillman Adducts and Enamino Esters via a Consecutive [3+3]-Annulation Protocol http://www.medworm.com/index.php?rid=3141737&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218607 SynthesisDOI: 10.1055/s-0029-1218607AbstractA one-pot, consecutive [3+3]-annulation protocol is described for the synthesis of new aminonicotinate derivatives from acetylated Baylis-Hillman adducts and enamino esters.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141737 Tue, 05 Jan 2010 15:48:39 +0100 3141737 Efficient Palladium-Catalyzed Coupling of Baylis-Hillman Acetates with an Allylstannane http://www.medworm.com/index.php?rid=3141736&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218612 SynthesisDOI: 10.1055/s-0029-1218612AbstractAcetates of Baylis-Hillman adducts derived from ethyl acrylate, methyl vinyl ketone, and acrylonitrile were coupled with allyltributylstannane using Pd(PPh) or Pd(dba) as the catalyst at room temperature to afford the corresponding trisubstituted alka-1,5-dienes in good to high yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141736 Tue, 05 Jan 2010 15:48:39 +0100 3141736 5-Amino-2-furylmethylamines - Appealing Precursors of Amino­isoindolinones? http://www.medworm.com/index.php?rid=3141735&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218614 SynthesisDOI: 10.1055/s-0029-1218614AbstractIsoindolinones were constructed according to an original [4+2]-cycloaddition strategy. Unprecedented 5-amino-2-furyl­methylamines were prepared and revealed as efficient precursors of new aminoisoindolinones, obtained via a Diels-Alder and lactamization sequence.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141735 Tue, 05 Jan 2010 15:48:39 +0100 3141735 Catalyst-Free 1,3-Dipolar Cycloaddition: An Efficient Route for the Formation of the 1,2,3-Triazole-Fused Diazepinone Framework http://www.medworm.com/index.php?rid=3141734&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218610 SynthesisDOI: 10.1055/s-0029-1218610AbstractA catalyst-free, effective method for the synthesis of the hitherto unreported 1,2,3-triazole-fused diazepinone framework in good to excellent yield through 1,3-dipolar cycloaddition is reported. The generality of the reaction is demonstrated by the synthesis of an array of [1,2,3]triazolodiazepinones. The methodology offers a clean reaction and easy isolation of the products in good to excellent yield.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141734 Tue, 05 Jan 2010 15:48:39 +0100 3141734 Synthesis of 2,3-Bis(arylamino)benzofurans and 2,3-Bis(arylimino)-2,3-dihydrobenzofurans by a Lewis Acid Catalyzed Reaction of 2-Aryliminophenols with Aryl Isocyanides http://www.medworm.com/index.php?rid=3141733&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218609 SynthesisDOI: 10.1055/s-0029-1218609AbstractAn efficient method for the preparation of 2,3-bis(aryl­amino)benzofurans and 2,3-bis(arylimino)-2,3-dihydrobenzofurans is described that is based on the reaction of 2-aryliminophenols with aryl isocyanides in the presence of a catalytic amount of boron tri­fluoride diethyl etherate. The reaction gives 2,3-bis(arylamino)benzofurans, some of which are transformed into 2,3-bis(arylimino)-2,3-dihydrobenzofurans by air oxidation, mostly during workup.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141733 Tue, 05 Jan 2010 15:48:39 +0100 3141733 First Total Synthesis of (-)-Circumdatin H, a Novel Mitochondrial NADH Oxidase Inhibitor http://www.medworm.com/index.php?rid=3141732&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218606 SynthesisDOI: 10.1055/s-0029-1218606AbstractAn efficient and highly convergent synthesis of the mitochondrial NADH oxidase inhibitor (-)-circumdatin H is described. The strategy employs the intramolecular Eguchi aza-Wittig protocol as a key step to install the crucial central core BC ring system, leading to the first total synthesis of the target molecule.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141732 Tue, 05 Jan 2010 15:48:39 +0100 3141732 Synthetic Studies on the Sporolides: Exploration of the Enediyne Route http://www.medworm.com/index.php?rid=3141731&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218608 SynthesisDOI: 10.1055/s-0029-1218608AbstractSynthetic studies towards the construction of the cyclopenta[]indene fragment of the heptacyclic marine metabolite sporolide are reported based on a hypothetical biosynthesis. The key step of this biogenetic proposal includes a Bergman cyclization of an enediyne precursor. The enediyne target of this synthetic study was prepared by Sonogashira cross-coupling of two fragments, of which the cyclopentane fragment was prepared from cyclopentenone, Morita-Baylis-Hillman reaction, and enantioselective Sharpless dihydroxylation.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141731 Tue, 05 Jan 2010 15:48:39 +0100 3141731 Convenient Synthesis of meso-Cyclohexa-1,3-dienes by One-Pot Two-Step Deoxygenation of 7-Oxabicyclo[2.2.1]hept-2-enes http://www.medworm.com/index.php?rid=3141730&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218618 SynthesisDOI: 10.1055/s-0029-1218618AbstractIron(III) hydroxide oxide was found to be an efficient catalyst for the ring-opening reaction of 5,6--disubstituted 7-oxa­bicyclo[2.2.1]hept-2-enes with acetyl bromide in dichloromethane at room temperature to give cyclohexene derivatives with leaving groups (acetoxy or bromo groups) disposed on each allylic position. A successive one-pot treatment of the reaction mixture with zinc powder and tetrahydrofuran successfully induced reductive 1,4-elimination to afford synthetically useful 5,6-disubstituted -cyclohexa-1,3-dienes in good-to-high yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141730 Tue, 05 Jan 2010 15:48:39 +0100 3141730 Synthesis of Optically Active β-Amino Alcohols by Asymmetric Transfer Hydrogenation of α-Amino Ketones http://www.medworm.com/index.php?rid=3141729&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218619 SynthesisDOI: 10.1055/s-0029-1218619AbstractA number of optically active amino alcohols were synthesized by direct asymmetric transfer hydrogenation of the corresponding amino ketones with good-to-high enantiomeric excesses (up to 95%) and excellent yields (up to 93% ). When the range of substrates was broadened to include α-sulfonamido ketonesor α-keto sulfones, the corresponding products were obtained with 100% enantiomeric excesses. The absolute configuration of (1)-2-[(4-chlorophenyl)amino]-1-(4-methoxyphenyl)ethanol was confirmed by X-ray crystal structure analysis.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141729 Tue, 05 Jan 2010 15:48:39 +0100 3141729 Synthesis of Azepine- and Azocine-Annulated Heterocycles by Aromatic Aza-Claisen Rearrangement and Ring-Closing Metathesis http://www.medworm.com/index.php?rid=3141728&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218620 SynthesisDOI: 10.1055/s-0029-1218620AbstractSyntheses of hitherto unreported azepine- and azocine-annulated heterocycles have been developed in excellent yields via a catalyzed aromatic aza-Claisen rearrangement followed by ring-closing metathesis using Grubbs first-generation catalyst. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141728 Tue, 05 Jan 2010 15:48:39 +0100 3141728 Glyco-SAMs by ‘Dual Click’: Thiourea-Bridged Glyco-OEG Azides for Cycloaddition on Surfaces http://www.medworm.com/index.php?rid=3141727&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218611 SynthesisDOI: 10.1055/s-0029-1218611AbstractA series of NCS-functionalized sugars were synthesized and used in a thiourea-bridging reaction with aminohexa(ethylene glycol) azide [HN(EG)N], a bifunctional oligo(ethylene glycol) derivative, which can be used as key intermediate for the fabrication of biorepulsive glyco-SAMs by a ‘dual click’ approach. Glyco-SAMs can serve as defined glycocalyx models for the study of carbohydrate-protein interactions. The copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of the obtained glyco-OEG azides was exemplified, which can be used to modify preformed monolayers ‘on SAM’.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141727 Tue, 05 Jan 2010 15:48:39 +0100 3141727 One-Pot Desulfonylative Alkylation of N-Sulfonyl Azacycles Using Alkoxides Generated by Phase-Transfer Catalysis http://www.medworm.com/index.php?rid=3141726&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218627 SynthesisDOI: 10.1055/s-0029-1218627AbstractSulfonamide heterocycles, specifically 3-acylindoles, undergo a deprotection/alkylation sequence in the presence of an appropriate alcohol when cesium carbonate or potassium carbonate and a phase-transfer catalyst are utilized. The outcome of the one-pot protocol was found to be significantly dependent on both the alcohol and sulfonamide heterocycle employed. Strictly anhydrous conditions are not necessary for this protocol.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141726 Tue, 05 Jan 2010 15:48:39 +0100 3141726 Efficient Synthesis of the First N-Methyloxoarcyriaflavin Including an Original Central Seven-Membered Cycle http://www.medworm.com/index.php?rid=3141725&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218626 SynthesisDOI: 10.1055/s-0029-1218626AbstractA new route to the first -methyloxoarcyriaflavin was designed. The compound was obtained by a palladium-catalyzed Stille cross-coupling reaction, followed by an electrophilic cyclization onto a C-2 indolic position as a key step.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141725 Tue, 05 Jan 2010 15:48:39 +0100 3141725 Improved Synthesis of the Benzyne Precursor 2-(Trimethylsilyl)phenyl Trifluoromethanesulfonate http://www.medworm.com/index.php?rid=3141724&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218631 SynthesisDOI: 10.1055/s-0029-1218631AbstractAn alternate procedure for the preparation of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate, a coveted benzyne precursor, is described. Modifications to existing methods result in a dramatic reduction in the overall reaction time and eliminate the use of organolithium reagents. This new procedure proceeds in four steps in 81% overall yield from 2-chlorophenol.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141724 Tue, 05 Jan 2010 15:48:39 +0100 3141724 Efficient One-Pot Synthesis of N-Substituted 2-Aminochromones, Their Benzo-Fused Derivatives, and Diaminobenzodipyrandiones of Two New Structural Classes http://www.medworm.com/index.php?rid=3141723&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218623 SynthesisDOI: 10.1055/s-0029-1218623AbstractN-Substituted 2-aminochromones and their benzo-fused derivatives were obtained in high yields by a new one-pot synthesis, starting from the appropriate acetamides, salicylic acid or its benzo-fused derivatives, and phosphoryl chloride. By the same reaction, from suitable dihydroxybenzenedicarboxylic acids, some compounds of two new structural classes, 2,7-diaminobenzo[1,2-:4,5-′]dipyran-4,9-diones and 2,8-diamino-4,6-benzo[1,2-:5,4-′]dipyran-4,6-diones, were synthesized.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141723 Tue, 05 Jan 2010 15:48:39 +0100 3141723 A Quick Synthesis of 1-Arylpyrrolopyrazinones from Linear Alkynylamide Derivatives http://www.medworm.com/index.php?rid=3141722&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219218 SynthesisDOI: 10.1055/s-0029-1219218AbstractA rapid synthesis of pyrrolopyrazinone derivatives based on formal double addition across the triple bond of appropriately substituted substrates is presented. The key cyclization step features the formation, mediated by [bis(trifluoroacetoxy)iodo]benzene ­(PIFA), of a 5-aroylpyrrolidinone nucleus from appropriately func­t­ionalized N-protected -(aminoethyl)amides. After removal of the protecting group, the free amino group is used to accomplish a second heterocyclization process onto the newly formed carbonyl group. By appropriate manipulation of these protecting groups and selection of reaction conditions, a series of pyrrolopyrazinones can be obtained in different stages of hydrogenation.[...]© Georg Thieme Verlag Stuttgart ˙ New York... Synthesis journals http://www.medworm.com/rss/comments.php?id=3141722 Tue, 05 Jan 2010 15:48:39 +0100 3141722 Synthesis of Divinylsulfides http://www.medworm.com/index.php?rid=3141721&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218625 SynthesisDOI: 10.1055/s-0029-1218625AbstractArylacetylenes react with sodium sulfide in the presence of water to yield divinylsulfides. The reaction proceeds in good to excellent yield for both electron-neutral and electron-deficient aromatic systems; for electron-rich aryls, longer reaction times are necessary. The sulfides represent useful substrates for further transformations, for example, oxidation to the corresponding divinylsulfoxides and divinylsulfones. Three selected divinylsulfide derivatives were oxidized selectively to the corresponding sulfoxides or sulfones.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141721 Tue, 05 Jan 2010 15:48:39 +0100 3141721 Novel Synthesis of Heterocycle-Annulated Azocine Derivatives of Biological Relevance by Aromatic Aza-Claisen Rearrangement and Intramolecular Heck Reaction http://www.medworm.com/index.php?rid=3141720&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218630 SynthesisDOI: 10.1055/s-0029-1218630AbstractA synthetic strategy based on the sequential application of an aromatic aza-Claisen rearrangement and an intramolecular Heck reaction sequence as the key steps has been developed for the synthesis of various hitherto unreported coumarin- and quinolone-annulated benzazocine derivatives in excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141720 Tue, 05 Jan 2010 15:48:39 +0100 3141720 Highly Stereoselective Synthesis of 2-Amino-3-C-methyl-2,3-dideoxyaldoses by C3-Chain Elongation via Homoaldol Reaction of Sugar Aldehydes http://www.medworm.com/index.php?rid=3141719&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218628 SynthesisDOI: 10.1055/s-0029-1218628AbstractA flexible strategy for the stereoselective synthesis of branched amino sugar analogues is described. It is based on a C-chain elongation of suitable protected aldoses. By using the sequence homoaldol reaction, epoxidation, and methanolysis α-methyl -furanosides are obtained. Proximate amination of the corresponding triflates afford the title compounds. All reactions proceed with high yield, high diastereoselectivities, and allow for a broad application.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141719 Tue, 05 Jan 2010 15:48:39 +0100 3141719 Noncatalytic Electrophilic Alkylation of 1H-Indole with 2-Trifluoroacetyl-1,3-heterazoles http://www.medworm.com/index.php?rid=3141718&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219219 SynthesisDOI: 10.1055/s-0029-1219219AbstractA set of highly electrophilic 2-trifluoroacetyl-1,3-heterazoles demonstrated excellent activity in the -hydroxyalkylation of 1-indole. The reaction conditions and yields of the corresponding trifluoromethyl-substituted alcohols depend strongly on the electron-withdrawing nature of the 1,3-heterazole unit.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141718 Tue, 05 Jan 2010 15:48:39 +0100 3141718 Noncatalytic Electrophilic Oxyalkylation of Some Five-Membered Heterocycles with 2-(Trifluoroacetyl)-1,3-azoles http://www.medworm.com/index.php?rid=3141717&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218633 SynthesisDOI: 10.1055/s-0029-1218633AbstractA set of electrophilic 2-(trifluoroacetyl)-1,3-azoles demonstrated­ excellent activity in the C-oxyalkylation of pyrrole, furan, thiophene, 1,3-thiazole, and 1,2-oxazole derivatives. The reaction conditions and the yields of the corresponding trifluoromethyl-substituted alcohols depend strongly on both the electronic and steric nature of the 1,3-azole unit.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141717 Tue, 05 Jan 2010 15:48:39 +0100 3141717 Synthesis of Nucleoside Conjugates as Potential Inhibitors of Glycogen Phosphorylase http://www.medworm.com/index.php?rid=3141716&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218629 SynthesisDOI: 10.1055/s-0029-1218629AbstractClick chemistry has been successfully used for the synthesis of novel nucleoside conjugates between uridine and -acetylglucosamine or oleanolic acid derivatives. These molecules displayed micromolar inhibition towards glycogen phosphorylase.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141716 Tue, 05 Jan 2010 15:48:39 +0100 3141716 A Direct, Copper-Catalyzed Functionalization of Pyridines with Alkynes http://www.medworm.com/index.php?rid=3141715&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218632 SynthesisDOI: 10.1055/s-0029-1218632AbstractA one-pot, copper-catalyzed method to construct 2-alk­ynylpyridines is presented. This provides a route to access these products directly from terminal alkynes and the parent pyridine, and without prefunctionalization of the pyridine core. In addition, ()-alk-2-enylpyridines can be prepared via a related procedure. These reactions are used to synthesize a number of new alkynyl- and alkenyl­-substituted pyridines in one pot.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3141715 Tue, 05 Jan 2010 03:01:58 +0100 3141715 Catalytic Asymmetric Michael Additions of α-Cyanoacetates http://www.medworm.com/index.php?rid=3081875&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218601 SynthesisDOI: 10.1055/s-0029-1218601AbstractEnantiopure Michael addition products of α-cyanoacetates constitute attractive precursors for functionalised quaternary amino acids and other biologically interesting compounds. Since the pioneering work by Ito et al. in 1992 using rhodium(I) in combination with a -chelating planar chiral diphosphine, various complementary approaches have been reported; these are critically discussed and compared in this review. The most efficient recent methodologies utilise a bifunctional activation mode; for example, by dinuclear Lewis acid catalysis or by a well-defined hydrogen-bonding network. This strategy can overcome the difficulty that α-cyanoacetates are incapable of two-point binding to a Lewis acid thus hampering the differentiation of proc... Synthesis journals http://www.medworm.com/rss/comments.php?id=3081875 Sat, 12 Dec 2009 15:34:53 +0100 3081875 Synthesis of (1-Allylcyclohexa-2,5-dienyl)arenes http://www.medworm.com/index.php?rid=3081874&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218604 SynthesisDOI: 10.1055/s-0029-1218604Abstract(1-Allylcyclohexa-2,5-dienyl)arenes are useful building blocks for the synthesis of natural products including amaryllidaceae, strychnos and morphinan alkaloids. Their synthesis was carried out in a straightforward manner starting from readily available cyclohexane-1,3-dione, through a palladium-mediated arylation-allylation sequence, which was used to install the quaternary center, followed by a transformation of the resulting 1,3-dione into the required diene through generation of a bis-silyl enol ether. After conversion of the latter into the corresponding bis-enol triflate, it was finally hydrogenated using palladium catalysis to give the title compounds. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  ... Synthesis journals http://www.medworm.com/rss/comments.php?id=3081874 Sat, 12 Dec 2009 15:34:53 +0100 3081874 A Systematic Study of Suzuki-Miyaura Cross-Coupling Reactions on Thiazoleboronic Esters in the 4- and 5-Position http://www.medworm.com/index.php?rid=3081873&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218598 SynthesisDOI: 10.1055/s-0029-1218598AbstractA systematic study of the Suzuki-Miyaura cross-coupling reaction of thiazoleboronic esters under microwave conditions is presented. Boronic acid esters were prepared in the 4- and 5-position of the thiazole ring and subsequently cross-coupled with a number of different (hetero)aryl halides. Yields of the coupling process depended on the reactivity of the boronic acid at the particular position in the thiazole system, as hydrolysis and subsequent deboronation was found to be a major side reaction.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3081873 Sat, 12 Dec 2009 15:34:53 +0100 3081873 Stereospecific Total Synthesis of (+)-Davana Acid, (+)-Nordavanone and (+)-Davanone http://www.medworm.com/index.php?rid=3081872&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218603 SynthesisDOI: 10.1055/s-0029-1218603AbstractA short, total synthesis of (+)-davana acid, (+)-nordavanone and (+)-davanone, which are principle components of davana oil, is described. The notable features are the use of the Evans aldol reaction and cyclic ether formation by an intramolecular S2 displacement reaction as key steps.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3081872 Sat, 12 Dec 2009 15:34:53 +0100 3081872 Synthesis of Novel N,3-Substituted 3H-[1,2,3]Triazolo[4,5-d]pyrimidin-5-amines http://www.medworm.com/index.php?rid=3081871&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218597 SynthesisDOI: 10.1055/s-0029-1218597AbstractNovel N,3-substituted 3-[1,2,3]triazolo[4,5-]pyrimidin-5-amines were prepared by an expedient method starting from 2-chloro-5-nitropyrimidin-4-yl thiocyanate via N,N-substituted 5-nitropyrimidine-2,4-diamines.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3081871 Sat, 12 Dec 2009 15:34:53 +0100 3081871 A Highly Versatile Octasubstituted Phthalocyanine Scaffold for ex post Chemical Diversification http://www.medworm.com/index.php?rid=3081870&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218602 SynthesisDOI: 10.1055/s-0029-1218602AbstractThe TBDPS protecting group was conveniently employed for the convergent synthesis of a highly soluble, fully protected octa-peripheral () substituted phthalocyanine (Pc). After facile deprotection, modification of this full-fledged Pc scaffold by various linkers was successfully achieved. This strategy overcomes the downsides of widely established linear convergent approaches under harsh conditions, which are not only destructive to chemically sensitive substituents, but also detrimental to rapid diversification towards Pc libraries.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3081870 Sat, 12 Dec 2009 15:34:53 +0100 3081870 A Two-Step Synthesis of 3,4-Disubstituted Piperidines from Acyclic Precursors through Tetrahydropyridine Intermediates http://www.medworm.com/index.php?rid=3081869&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218599 SynthesisDOI: 10.1055/s-0029-1218599AbstractCyclocondensation between acyclic 5-aminopent-2-enoate esters and aliphatic aldehydes containing an unsubstituted α-methylene unit affords 1,2,3,4-tetrahydropyridine derivatives in good yields. The reaction has been applied to a range of aldehydes, showing good functional group tolerance. Chemoselective hydride reduction of the enamine double bond provides 3,4-disubstituted tertiary piperidine derivatives with acceptable to good diastereoselectivities, whereas catalytic hydrogenation of N-benzyl derivatives leads directly to the corresponding secondary piperidines.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3081869 Sat, 12 Dec 2009 15:34:53 +0100 3081869 Facile One-Pot Synthesis and X-ray Characterization of N-(Thio)phosphoryl-2-oxo-1,2-azaphospholanes: First Example of Cyclic O,O- and O,S-Bidentate Ligands with the P-N-P Backbone http://www.medworm.com/index.php?rid=3081868&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218600 SynthesisDOI: 10.1055/s-0029-1218600AbstractA convenient one-pot synthesis of -phosphoryl- and -thiophosphoryl-2-oxo-1,2-azaphospholanes was developed, starting from commercially available or simple-to-prepare phosphorus(III) acid chlorides and (3-bromopropyl)amine hydrobromide. The method is based on the intramolecular Arbuzov reaction of bis-phosphorus(III)-substituted -(3-bromopropyl)amines generated in turn by double phosphorylation of (3-bromopropyl)amine, followed by oxidation or sulfur addition to the cyclic phosphorus(III) species formed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3081868 Sat, 12 Dec 2009 03:02:23 +0100 3081868 A Novel One-Pot Synthesis of Different Derivatives of Tetraarylterephthal­aldehyde via a Multiple Aryne Sequence http://www.medworm.com/index.php?rid=3066325&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218593 SynthesisDOI: 10.1055/s-0029-1218593AbstractThe synthesis of a novel series of tetraarylterephthalaldehyde derivatives in an one-pot reaction is described. In this methodology 1,2,4,5-tetrachloro-3,6-diiodobenzene is treated with various aryl Grignard reagents (excess) in tetrahydrofuran to give tetraarylbenzene-1,4-diylbis(magnesium bromides). After reaction of this product with ethyl formate and aqueous quench, tetraarylterephthalaldehydes are isolated in 33-80% yields. A mechanism involving organometallic aryne intermediates is proposed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066325 Tue, 08 Dec 2009 15:44:43 +0100 3066325 Synthesis of 5-Aryl- and 5-Heteroaryl-7-carboxyl-8-hydroxyquinaldines through Suzuki Cross-Coupling Reaction with Potassium Organotrifluoroborates http://www.medworm.com/index.php?rid=3066324&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218585 SynthesisDOI: 10.1055/s-0029-1218585AbstractA series of 5-aryl- and 5-heteroaryl-7-carboxyl-8-hydroxyquinaldines were prepared from 5-bromo-7-methoxycarbonyl-8-benzyloxyquinaldine based on the Suzuki cross-coupling reaction using potassium organotrifluoroborates. An efficient method of deprotection of the 8-hydroxy group using a microwave-assisted­ hydrogen transfer reaction is reported.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066324 Tue, 08 Dec 2009 15:44:43 +0100 3066324 Synthesis of the C1-C13 Subunit of Spirastrellolides A and B by Prins Cyclization http://www.medworm.com/index.php?rid=3066323&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218588 SynthesisDOI: 10.1055/s-0029-1218588AbstractThe C1-C13 subunit of the marine natural products spirastrellolides A and B, which contains a-substituted tetrahydropyran ring, was prepared by using the Prins cyclization strategy.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066323 Tue, 08 Dec 2009 15:44:43 +0100 3066323 Synthesis and [3+2] Cycloadditions of 3-Bromo-5,6-dihydro-4H-1,2-oxazine N-Oxides http://www.medworm.com/index.php?rid=3066322&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218594 SynthesisDOI: 10.1055/s-0029-1218594AbstractA number of 3-bromo-5,6-dihydro-4-1,2-oxazine -oxides have been synthesized and subjected to [3+2] cycloaddition with alkenes affording various types of products: 3-vinyloxazolines, isoxazoline -oxides, and 3-functionalized 1,2-oxazine -oxides.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066322 Tue, 08 Dec 2009 15:44:43 +0100 3066322 A Mild, Efficient Synthesis of gem-Difluorodihydrouracils http://www.medworm.com/index.php?rid=3066321&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218587 SynthesisDOI: 10.1055/s-0029-1218587AbstractCarbodiimides react effectively with β-aryl/alkyl-β-hydroxy-α,α-difluorocarboxylic acids to afford a vast array of fully substituted -difluorodihydrouracils through a two step reaction sequence. In the first step, condensation between the two reactants leads in most cases to the formation of a mixture of the desired dihydrouracils and -acylurea co-products. However, the latter could be easily recovered and efficiently converted into the target compounds. The sequence works well in very mild conditions (CHCl, 20 ˚C) and the reaction resulted to be completely regioselective when asymmetric carbodiimides were used. When the -acylurea derivatives are not sufficiently stable for isolation, the process could be done in a ... Synthesis journals http://www.medworm.com/rss/comments.php?id=3066321 Tue, 08 Dec 2009 15:44:43 +0100 3066321 Synthesis of Benzoxazoles by an Efficient Ullmann-Type Intramolecular C(aryl)-O Bond-Forming Coupling Cyclization with a BINAM-Copper(II) Catalyst http://www.medworm.com/index.php?rid=3066320&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218589 SynthesisDOI: 10.1055/s-0029-1218589AbstractA wide range of 2-substituted benzoxazoles were synthesized from the corresponding -(2-iodophenyl)benzamides through intramolecular C-O bond formation via Ullmann-type coupling cyclization in the presence of a catalytic amount of an easily available BINAM-copper(II) complex under very mild reaction conditions (82 ˚C). Less reactive bromo and chloro analogues of the -(2-halophenyl)benzamides were also successfully cyclized to produce benzoxazoles, without increasing the catalyst loading.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066320 Tue, 08 Dec 2009 15:44:43 +0100 3066320 Synthesis of a β-Carboline Scaffold Properly Functionalized for the Generation of Libraries of Bioactive Compounds http://www.medworm.com/index.php?rid=3066319&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218592 SynthesisDOI: 10.1055/s-0029-1218592AbstractIn this work we report the synthesis of the 1-oxo-1,2,3,4-tetrahydro-β-carboline scaffold with two regioselectively functionalizable positions, starting from a readily available indole precursor.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066319 Tue, 08 Dec 2009 15:44:43 +0100 3066319 Regioselective Synthesis of Novel Perfluoroalkylated Fused Pyridines and 3-(Aminomethylene)thiochroman-4-ones from 3-(Perfluoroalkanoyl)thio­chromenones and Amines http://www.medworm.com/index.php?rid=3066318&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218586 SynthesisDOI: 10.1055/s-0029-1218586AbstractThe regioselectivity of reactions of 3-(perfluoroacyl)-4-thiochromen-4-ones with a range of hetaryl, aryl, and alkyl amines was examined. The reactions provide ready access to polyfluoroalkylated fused pyridines and thiochromen-4-ones.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066318 Tue, 08 Dec 2009 15:44:43 +0100 3066318 Stereoselective Synthesis of Fluorinated and Nonfluorinated Triazolo Analogues of Ceramides http://www.medworm.com/index.php?rid=3066317&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218591 SynthesisDOI: 10.1055/s-0029-1218591AbstractA series of diastereomeric fluorinated and nonfluorinated triazolo analogues of naturally occurring sphingolipids like dihydroceramide suitable for physicochemical and medicinal chemistry applications were prepared enantioselectively. Key steps of the synthetic sequence are asymmetric Sharpless dihydroxylation of α,β-unsaturated esters to diols, regioselective ring opening of derived cyclic sulfates by azide, 1,3-dipolar cycloaddition with alkynes, and reduction of the ester groups.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066317 Tue, 08 Dec 2009 15:44:43 +0100 3066317 Sulfonic Acid Functionalized Silica: A Mild, Reusable and Efficient Heterogeneous Catalyst for the Highly Diastereoselective Synthesis of cis-Isoquinolonic Acids http://www.medworm.com/index.php?rid=3066316&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218595 SynthesisDOI: 10.1055/s-0029-1218595AbstractSulfonic acid functionalized silica (SAFS) is found to be a recyclable heterogeneous catalyst for the rapid and efficient synthesis of various -isoquinolonic acids from the three-component condensation reaction of homophthalic anhydride, an amine, and an aldehyde. This reaction was highly diastereoselective and only one diastereomer was obtained in all cases.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066316 Tue, 08 Dec 2009 15:44:43 +0100 3066316 First TDAE-Mediated Double Addition of Nitrobenzylic Anions to Aromatic Dialdehydes http://www.medworm.com/index.php?rid=3066315&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218590 We report herein the first tetrakis(dimethylamino)ethylene (TDAE)-mediated double addition of nitrobenzylic anions to aromatic dialdehydes such as terephthalaldehyde and isophthalaldehyde, and have developed a new methodology that allows us to observe the double addition. This TDAE-mediated approach is an original and mild method with which to generate tri-aromatic diols.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066315 Tue, 08 Dec 2009 15:44:43 +0100 3066315 Stereoselective Synthesis of Highly Substituted Annulated Dihydropyrans Based on γ-Lithiation and Homoaldol Reaction of an Enantiopure α-Silylated Vinyl Carbamate http://www.medworm.com/index.php?rid=3066314&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218596 SynthesisDOI: 10.1055/s-0029-1218596AbstractThe ,-diisopropylcarbamate of (-)-myrtenol is converted into the corresponding [1-(trimethylsilyl)vinyl] carbamate. Its γ-lithiation by means of -butyllithium/TMEDA, titanation, and addition to aldehydes leads with high stereoselectivity to enantiopure -homoaldol products. These add, under the influence of boron trifluoride-diethyl ether complex, a second equivalent of aldehyde and form, in an intermolecular silyl-Prins reaction, the title compounds, again with essentially complete stereoselectivity. After desilylation, the reaction takes the regular course with formation of an annulated five-membered ring.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesi... Synthesis journals http://www.medworm.com/rss/comments.php?id=3066314 Tue, 08 Dec 2009 15:44:43 +0100 3066314 An Efficient, One-Pot, Multicomponent Synthesis of β-Acetamido Carbonyl Compounds Using Cyanuric Chloride in an Aqueous Medium¹ http://www.medworm.com/index.php?rid=3066313&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218584 SynthesisDOI: 10.1055/s-0029-1218584AbstractA one-pot, three-component reaction between an aromatic aldehyde, an enolizable ketone or a β-keto ester, and a nitrile in the presence of acetyl chloride is accomplished efficiently using cyanuric chloride in an aqueous medium to give the corresponding β-acetamido ketone or ester in high yield.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3066313 Tue, 08 Dec 2009 02:47:49 +0100 3066313 The Stereoselective Total Synthesis of Aculeatin A and B via Prins Cyclization http://www.medworm.com/index.php?rid=3035669&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1217144 SynthesisDOI: 10.1055/s-0029-1217144AbstractThetotal synthesis of aculeatins A and B is described proving the versatility of Prins cyclization in natural product synthesis. The approach is convergent and highly stereoselective. Morpholine amide coupling with an alkyne and PIFA-mediated oxidative spirocyclization were utilized as key steps.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3035669 Sat, 28 Nov 2009 15:46:11 +0100 3035669 Synthesis of Dicationic Acridinophane: Optical and Electrochemical Studies http://www.medworm.com/index.php?rid=3035668&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218582 SynthesisDOI: 10.1055/s-0029-1218582AbstractThe synthesis of some novel dicationic acridinophanes has been achieved via an N-alkylation route using benzimidazole, imidazole and benzotriazole as building units. UV-Visible studies revealed the absence of ground-state charge-transfer interactions between the acridine and imidazolium moieties. Electrochemical studies showed that the imidazolium and acridine units modify the characteristic redox properties of dicationic acridinophanes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3035668 Sat, 28 Nov 2009 15:46:11 +0100 3035668 ‘Ligand-Free-Like’ CuCl-Catalyzed Atom Transfer Radical Cyclization of N-Substituted N-Allyl Polychloroamides to γ-Lactams http://www.medworm.com/index.php?rid=3035667&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218583 SynthesisDOI: 10.1055/s-0029-1218583AbstractAtom transfer radical cyclization (ATRC) of -alkyl -allyl dichloroamides to γ-lactams, catalyzed by ‘naked’ CuCl, worked efficiently in DMF, whereas, when the same dichloro­amides were N-sulfonylated, DMF needed to be replaced by acetonitrile. The outcome of the cycloisomerization with N-substituted -allyl trichloroacetamides was less affected by solvent choice, although for an effective reaction to occur, the solvent had to dissolve the cuprous salt. Catalyst loading ranged between 5 and 20 mol%.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3035667 Sat, 28 Nov 2009 15:46:11 +0100 3035667 Microwave-Assisted Organocatalytic Quadruple Domino Reactions of Acetaldehyde and Nitroalkenes http://www.medworm.com/index.php?rid=3035666&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1217146 SynthesisDOI: 10.1055/s-0029-1217146AbstractA microwave-assisted, organocatalytic domino Michael/Henry condensation/Michael/aldol condensation reaction has been developed. Employing acetaldehyde and nitroalkenes as substrates, this quadruple cascade allows an efficient asymmetric synthesis of trisubstituted cyclohexene carbaldehydes in moderate to good yields (25-45%) and high enantioselectivities (ee = 89 to >99%). ESI-MS measurements were carried out to support the proposed complex catalytic cycle. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3035666 Sat, 28 Nov 2009 15:46:11 +0100 3035666 Synthesis of N-(Benzyloxyethyl)- and N-(Alkoxycarbonylmethyl)nitrones http://www.medworm.com/index.php?rid=3035665&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218581 SynthesisDOI: 10.1055/s-0029-1218581AbstractHighly efficient procedures for the preparation of nitrones bearing an oxygenated functionality at the β-position of the nitrone nitrogen, via either condensation of hydroxylamines with aldehydes or oxidation of the precursor imine, are described. The reactions proceeded smoothly at ambient temperature and the desired products were obtained in high to excellent yields. A total of 45 nitrones and 16 single-crystal analyses have been obtained.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3035665 Sat, 28 Nov 2009 15:46:11 +0100 3035665 Total Synthesis of Halicholactone and Neohalicholactone http://www.medworm.com/index.php?rid=3035664&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1217145 SynthesisDOI: 10.1055/s-0029-1217145AbstractNew total syntheses of the marine oxylipins halicholactoneand neohalicholactoneare presented. The key building blocks were synthesized utilizing chemoenzymatic methods. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3035664 Sat, 28 Nov 2009 02:38:08 +0100 3035664 Stereoselective Synthesis of (10S,12S)-10-Hydroxy-12-methyl-1-oxacyclo­dodecane-2,5-dione via Prins Cyclization http://www.medworm.com/index.php?rid=3025904&cid=s_36597_59_f&fid=36597&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1217107 SynthesisDOI: 10.1055/s-0029-1217107AbstractThe total synthesis of (10,12)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione is described proving the versatility of the Prins cyclization in natural products synthesis. The approach is convergent and highly stereoselective. Prins cyclization, esterification, ring-closing metathesis and oxidation reactions are utilized as key steps in the synthesis of this macrolactone.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synthesis) Synthesis journals http://www.medworm.com/rss/comments.php?id=3025904 Wed, 25 Nov 2009 16:30:21 +0100 3025904