Synlett 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 'Synlett' source. Sat, 20 Mar 2010 15:58:30 +0100 A Facile, One-Pot Synthesis of Functionalized Spiro-Oxindoles via Vinylogous Aldol Reaction of Vinyl Malononitriles with Isatin Derivatives in Aqueous ­Media http://www.medworm.com/index.php?rid=3377601&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219588 SynlettDOI: 10.1055/s-0029-1219588AbstractA novel, one-pot approach to functionalized spirocyclic oxindoles has been developed by using vinyl malononitriles and isatin derivatives via vinylogous aldol reaction in aqueous media catalyzed by triethylamine.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3377601 Thu, 18 Mar 2010 16:15:18 +0100 3377601 Isoxazolopyrimidines as Novel ΔF508-CFTR Correctors http://www.medworm.com/index.php?rid=3377600&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219781 SynlettDOI: 10.1055/s-0029-1219781AbstractUsing a cell-based high-throughput screen, we identified isoxazolo[5,4-]pyrimidines as novel small-molecule correctors of the cystic fibrosis mutant protein ΔF508-CFTR. 22 Isoxazolo[5,4-]pyrimidine analogues were synthesized and tested. Synthesis of the key intermediate, 5-amino-3-arylisoxazole-4-carboxamide, was accomplished by nitrile oxide cycloaddition to (2-amino-1-cyano-2-oxoethyl)sodium. Formation of 3-arylisoxazolo-[5,4-]pyrimidin-4(5)-one and chlorination gave 4-chloro-3-arylisoxazolo[5,4-]pyrimidine. Finally, functionalization at C-4 of the pyrimidine ring by nucleophilic substitution gave the targeted isoxazolo[5,4-]pyrimidines. Six of the reported analogues had low micromolar potency for increasing halide transport in ΔF508-CF... Synlett journals http://www.medworm.com/rss/comments.php?id=3377600 Thu, 18 Mar 2010 16:15:18 +0100 3377600 Copper(I)-Catalyzed Synthesis of Polysubstituted Furans from Alkynoates and 1,3-Dicarbonyl Compounds in the Presence of Oxygen http://www.medworm.com/index.php?rid=3377599&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219778 SynlettDOI: 10.1055/s-0029-1219778AbstractA novel and straightforward synthesis of polysubstituted furans was achieved easily from the oxidative cyclization of 1,3-dicarbonyl compound and alkynoate catalyzed by CuI in the presence of O[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3377599 Thu, 18 Mar 2010 16:15:18 +0100 3377599 A Simple Synthesis of Nβ-Fmoc/Z-Amino Alkyl Thiols and their use in the Synthesis of Nβ-Fmoc/Z-Amino Alkyl Sulfonic Acids http://www.medworm.com/index.php?rid=3377598&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219584 SynlettDOI: 10.1055/s-0029-1219584AbstractA simple and efficient protocol for the synthesis of -Fmoc/Z-amino alkyl thiols is described. The approach uses sodium pyrosulfite-mediated hydrolysis of isothiouronium salts resulting from the reaction between N-protected aminoalkyl iodides and thiourea. N-Protected taurines were prepared through performic acid oxidation of the thiols and the products were further utilized for the synthesis of dipeptidosulfonamides.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3377598 Thu, 18 Mar 2010 16:15:18 +0100 3377598 One-Pot, Three-Component Synthesis of 4-Aryl-5,6-dihydropyran via Prins-Friedel-Crafts Reaction http://www.medworm.com/index.php?rid=3377597&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219779 SynlettDOI: 10.1055/s-0029-1219779AbstractAn efficient method for the synthesis of 4-aryldihydropyrans has been developed from the reaction of aldehydes or epoxides with homopropargylic alcohols in the presence of arenes promoted by boron trifluoride etherate[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3377597 Thu, 18 Mar 2010 16:15:18 +0100 3377597 Thieme Chemistry Journal Awardees -Where Are They Now? Bicyclic Alkenes: From Cycloadditions to the Discovery of New Reactions http://www.medworm.com/index.php?rid=3377596&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219780 SynlettDOI: 10.1055/s-0029-1219780AbstractRecent work on synthetic applications of bicyclic al­kenes is reviewed, including synthesis of substituted bicyclic al­kenes, 1,3-dipolar cycloadditions, ruthenium-catalyzed [2+2] cycloadditions, ruthenium-catalyzed cyclizations and isomerizations, rhodium-catalyzed dimerizations, ruthenium- and rhodium-catalyzed ring-opening reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3377596 Thu, 18 Mar 2010 09:09:50 +0100 3377596 A Facile H2SO4/4 Å Molecular Sieves Catalyzed Synthesis of 2,3-Unsaturated O-Glycosides via Ferrier-Type Rearrangement http://www.medworm.com/index.php?rid=3373430&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219539 SynlettDOI: 10.1055/s-0029-1219539AbstractA novel method for synthesizing 2,3-unsaturated glycosides has been developed using a metal-free catalytic system. This catalyst, sulfuric acid/4 Ã… molecular sieves can catalyze the reaction of 3,4,6-tri--acetyl--glucals and a wide range of alcohols at room temperature, affording 2,3-unsaturated glycosides in good α-selectivity (α/β > 6:1) via a Ferrier-type rearrangement.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3373430 Wed, 17 Mar 2010 16:21:33 +0100 3373430 Thieme Chemistry Journal Awardees - Where Are They Now? Asymmetric Brønsted Acid Catalyzed Transfer Hydrogenations http://www.medworm.com/index.php?rid=3373429&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219528 SynlettDOI: 10.1055/s-0029-1219528AbstractAsymmetric hydrogenations are of great importance in the synthesis of optically active amines. This account highlights the development of the first metal-free transfer hydrogenation that is both highly enantioselective and inspired by nature’s dehydrogen­ase. Further focus is given to the extension of this bioinspired process to provide a variety of valuable, biologically active products and natural products under mild reaction conditions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3373429 Wed, 17 Mar 2010 16:21:33 +0100 3373429 Cyanogen Bromide as Dehydrosulfurizing Agent for the Synthesis of Nβ-Fmoc-Amino Alkyl Isonitriles from Nβ-Fmoc-Amino Alkyl Thioformamides http://www.medworm.com/index.php?rid=3373428&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219583 SynlettDOI: 10.1055/s-0029-1219583AbstractSynthetically useful -Fmoc amino alkyl isonitriles are prepared conveniently from -Fmoc amino alkyl thioformamides via a cyanogen bromide mediated dehydrosulfurization. The reaction is fast, clean, and yields are good.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3373428 Wed, 17 Mar 2010 16:21:33 +0100 3373428 Immobilization of TEMPO Derivatives in Saponite and Use of These Novel Hybrid Materials as Reusable Catalysts http://www.medworm.com/index.php?rid=3373427&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219587 SynlettDOI: 10.1055/s-0029-1219587AbstractThe letter describes a novel approach for immobilization of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) derivatives by cation-exchange reaction of TEMPO ammonium salts in a commercially available saponite. The organic-inorganic hybrid material is readily prepared and characterized by solid-state H NMR spectroscopy. The hybrid material can be used as recyclable catalyst for oxidation of various alcohols. High catalytic activity for up to 10 runs is obtained. Leaching of the nitroxide salt out of the saponite occurs to a small extent. However, original high activity of the hybrid material can be restored by simply reloading the hybrid material with nitroxide salt by cation exchange.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected... Synlett journals http://www.medworm.com/rss/comments.php?id=3373427 Wed, 17 Mar 2010 16:21:33 +0100 3373427 Synthesis of 1,2-Diarylanthraquinones by Site-Selective Suzuki-Miyaura Reactions of the Bis(triflate) of Alizarin http://www.medworm.com/index.php?rid=3373426&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219586 SynlettDOI: 10.1055/s-0029-1219586Abstract1,2-Diarylanthraquinones were prepared by Suzuki-Miyaura reactions of the bis(triflate) of 1,2-dihydroxyanthraquin­one (alizarin). The reactions proceed with excellent site selectivity. The first attack occurs at the sterically more hindered position 1, due to electronic reasons.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3373426 Wed, 17 Mar 2010 16:21:33 +0100 3373426 Ephedrine- and Pseudoephedrine-Derived Thioureas in Asymmetric Michael Additions of Keto Esters and Diketones to Nitroalkenes http://www.medworm.com/index.php?rid=3373425&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219582 SynlettDOI: 10.1055/s-0029-1219582AbstractEphedrine-derived bifunctional thioureas have been synthesized and applied as organocatalysts in Michael additions of 1,3-dicarbonyl compounds to nitroalkenes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3373425 Wed, 17 Mar 2010 16:21:33 +0100 3373425 A Facile, One-Pot Synthesis of Functionalized Spiro-Oxindoles via Vinylogous Aldol Reaction of Vinyl Malononitriles with Isatin Derivatives in Aqueous ­Media http://www.medworm.com/index.php?rid=3373424&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219588 SynlettDOI: 10.1055/s-0029-1219588AbstractA novel, one-pot approach to functionalized spirocyclic oxindoles has been developed by using vinyl malononitriles and isatin derivatives via vinylogous aldol reaction in aqueous media catalyzed by triethylamine.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3373424 Wed, 17 Mar 2010 03:18:44 +0100 3373424 Benzyltriphenylphosphonium Peroxymonosulfate http://www.medworm.com/index.php?rid=3353623&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219570 SynlettDOI: 10.1055/s-0029-1219570© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3353623 Thu, 11 Mar 2010 17:35:17 +0100 3353623 N,N′-Dimethyl Urea http://www.medworm.com/index.php?rid=3353622&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219573 SynlettDOI: 10.1055/s-0029-1219573© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3353622 Thu, 11 Mar 2010 17:35:17 +0100 3353622 Synthesis of N-Arylisoindolin-1-ones via Pd-Catalyzed Intramolecular Decarbonylative Coupling of N-(2-Bromobenzyl)oxanilic Acid Phenyl Esters http://www.medworm.com/index.php?rid=3353621&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219580 SynlettDOI: 10.1055/s-0029-1219580AbstractEthyl and phenyl oxanilates were readily prepared from -(2-bromobenzyl)anilines and oxalyl chloride monoethyl and monophenyl esters, respectively. It was found that the ethyl oxanilate survived in the presence of KCO in DMA at 120 ˚C and underwent an intramolecular direct arylation using Pd(OAc)-dppf, furnishing the 5,6-dihydrophenanthridine derivative. In contrast, the corresponding phenyl oxanilates decomposed upon exposure to KCO in DMA at 120 ˚C and were transformed into -arylisoindolin-1-ones via Pd(OAc)-dppf-catalyzed intramolecular decarbonylative coupling. Except for the 4-methoxy-substituted oxanilic acid phenyl ester, other phenyl oxanilates possessing electron-withdrawing (NO, Cl) and weak electron-donating (Me) substituents pr... Synlett journals http://www.medworm.com/rss/comments.php?id=3353621 Thu, 11 Mar 2010 17:35:17 +0100 3353621 New Electrophilic Bromodifluoromethylation and Pentafluoroethylation Reagents http://www.medworm.com/index.php?rid=3353620&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219579 SynlettDOI: 10.1055/s-0029-1219579Abstract-(fluoroalkyl)diphenylsulfonium salts have been successfully synthesized from the reaction between fluoroalkylsul­finates and triflic anhydride in dichloromethane through a one-pot procedure. These (fluoroalkyl)diphenylsulfonium salts have been demonstrated to be effective reagents to fluoroalkylate C-nucleophilic substrates. Ionic substitution and radical or halogenophilic mechanism might be all involved in the reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3353620 Thu, 11 Mar 2010 17:35:17 +0100 3353620 The First One-Pot Synthesis of Morita-Baylis-Hillman Adducts Starting Directly from Alcohols http://www.medworm.com/index.php?rid=3353619&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219577 SynlettDOI: 10.1055/s-0029-1219577AbstractThe first example of one-pot oxidative carbon-carbon bond formation via the Morita-Baylis-Hillman reaction using alcohols is reported. The protocol involves silica gel-DABCO catalyzed oxidation of alcohols to aldehydes with chloramine-T followed by their Morita-Baylis-Hillman reaction with acrylonitrile or methyl acrylate to give 70-87% overall yields of the corresponding ­Morita-Baylis-Hillman adducts. The present work opens up a new and efficient synthetic route to Morita-Baylis-Hillman adducts directly from alcohols in a one-pot operation.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3353619 Thu, 11 Mar 2010 17:35:17 +0100 3353619 Metal-Free One-Pot Conversion of Electron-Rich Aromatics into Aromatic Nitriles http://www.medworm.com/index.php?rid=3353618&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219575 SynlettDOI: 10.1055/s-0029-1219575AbstractVarious electron-rich aromatics could be smoothly converted into the corresponding aromatic nitriles in good to moderate yields by treatment of electron-rich aromatics with POCl and DMF, followed by treatment with molecular iodine in aqueous ammonia. The present reaction is a novel metal-free one-pot method for the preparation of aromatic nitriles from electron-rich aromatics.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3353618 Thu, 11 Mar 2010 17:35:17 +0100 3353618 Highly Enantioselective and Regioselective Conjugate Addition of Nitromethane to 1,5-Diarylpenta-2,4-dien-1-ones Using Bifunctional Cinchona Organocatalysts http://www.medworm.com/index.php?rid=3353617&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219576 SynlettDOI: 10.1055/s-0029-1219576AbstractA general and efficient asymmetric organocatalytic 1,4-Michael addition of nitromethane to 1,5-diarylpenta-2,4-dien-1-ones (cinnamylideneacetophenones) catalyzed by 9-thiourea-9-(deoxy)--hydroquinine has been developed. The reactions afforded excellent enantioselectivities (up to 99%), high yields (up to 97%), and exclusive regioselectivity.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3353617 Thu, 11 Mar 2010 03:15:32 +0100 3353617 First InCl3-Catalyzed, Three-Component Coupling of Aldehydes, β-Naphthol, and 6-Amino-1,3-dimethyluracil to Functionalized Naphthopyranopyrimidines http://www.medworm.com/index.php?rid=3337679&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219574 SynlettDOI: 10.1055/s-0029-1219574AbstractIndium(III) chloride was found to be a highly effective and efficient catalyst for the three-component, one-pot coupling of aldehydes, β-naphthol, and 6-amino-1,3-dimethyluracil under solvent-free conditions to give 8,10-dimethyl-12-aryl-12-naphtho[1′,2′:5,6]pyrano[2,3-]pyrimidine-9,11-diones in high yields for the first time. No co-catalyst or activator is required. Water and ammonia are the only byproducts in the reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3337679 Sat, 06 Mar 2010 15:56:50 +0100 3337679 Intramolecular Cobalt-Catalyzed [2+2+2] Cycloaddition of O-Protected Diyne-Cyanohydrins http://www.medworm.com/index.php?rid=3337678&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219572 SynlettDOI: 10.1055/s-0029-1219572AbstractO-Protected cyanohydrins were found to serve as a source of the nitrile within the intramolecular cobalt-mediated [2+2+2] cycloaddition to pyridines. Several 6-substituted 1,2,3,4,7,8,9,10-octahydrophenanthridines were synthesized using this cycloaddition of diyne-cyanohydrins. By introduction a TMS group a divergent way to such phenanthridine derivatives was elaborated.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3337678 Sat, 06 Mar 2010 15:56:50 +0100 3337678 An Efficient and Short Synthesis of 4-Aryl-3-methyltetrahydroquinolines from N-Benzylanilines and Propenylbenzenes through Cationic Imino Diels-Alder Reactions http://www.medworm.com/index.php?rid=3337677&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219571 SynlettDOI: 10.1055/s-0029-1219571AbstractA new, simple protocol for the BF˙OEt-catalyzed synthesis of diverse 3-methyl-4-aryl-1,2,3,4-tetrahydroquinolines ­using easily available starting materials and renewable phenylpropenoid reagents is described. These compounds could serve as interesting models in pharmacological studies.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3337677 Sat, 06 Mar 2010 03:04:51 +0100 3337677 A Practical Synthesis of (S)-Cyclopent-2-enol http://www.medworm.com/index.php?rid=3334570&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219555 Synlett 2010; 2010: 840-840DOI: 10.1055/s-0029-1219555© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3334570 Fri, 05 Mar 2010 16:06:36 +0100 3334570 Chemistry of Lactam-Derived Vinyl Phosphates: Stereoselective Synthesis of (+)-Fagomine http://www.medworm.com/index.php?rid=3334569&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219556 Synlett 2010; 2010: 839-839DOI: 10.1055/s-0029-1219556© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3334569 Fri, 05 Mar 2010 16:06:36 +0100 3334569 Well-Documented Applications of p-Phenylenediamine in the Synthesis of Heterocycles and Heterocrown Ethers http://www.medworm.com/index.php?rid=3326208&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219397 SynlettDOI: 10.1055/s-0029-1219397© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326208 Wed, 03 Mar 2010 16:20:00 +0100 3326208 A New Facile Approach to Isoindole and Pyrrole Derivatives http://www.medworm.com/index.php?rid=3326207&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219563 SynlettDOI: 10.1055/s-0029-1219563AbstractA highly efficient protocol for the synthesis of N-substituted di-/tetrahydroisoindole derivatives and N-substituted pyrroles fused with seven-membered rings has been developed by reaction of amines with 3-(2-formyl-cycloalkenyl) α,β-unsaturated esters or nitriles, which, in turn, were prepared from β-bromovinyl aldehydes by a Pd(0)-catalyzed Heck reaction. Bisisoindoles were also achieved by this room-temperature procedure.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326207 Wed, 03 Mar 2010 16:20:00 +0100 3326207 exo-Glycals: Intermediates in the Synthesis of 1,1-Disubstituted C-Glycosides http://www.medworm.com/index.php?rid=3326206&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219560 SynlettDOI: 10.1055/s-0029-1219560AbstractThe synthesis of 1,1-disubstituted -glycosides containing amino and ester containing moieties at what is formally the anomeric site is described. Petasis olefination of pyranosyl lactones provided -glycals which underwent regioselective azidoselenation and subsequent radical-mediated -glycoside formation.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326206 Wed, 03 Mar 2010 16:20:00 +0100 3326206 Synthesis of Cyclic Guanidine Intermediates of Anatoxin-a(s) in Both Racemic and Enantiomerically Pure Forms http://www.medworm.com/index.php?rid=3326205&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219559 SynlettDOI: 10.1055/s-0029-1219559AbstractThe alkyl chain of anatoxin-a(s) (cyclic guanidines), which can be used as an intermediate in the total synthesis of anatoxin-a(s), was synthesized in both racemic and enantiomerically pure forms. These enantiomerically pure cyclic compounds can be used as chiral inductors in some reactions. The two racemic routes disclosed herein have the advantages of high overall yield and mild reaction conditions. Both routes proceed through an intermediate 2,3-diaminoacid - an important synthetic scaffold - with good yields. Furthermore, the ,-dimethyl-2(tosylimino)imidazolidine-4-carboxamide might be obtained from 2-(tosylimino)imidazolidine-4-carboxylic acid followed by selective reduction of the carbonyl functionality. All synthesized compounds were analyze... Synlett journals http://www.medworm.com/rss/comments.php?id=3326205 Wed, 03 Mar 2010 16:20:00 +0100 3326205 Synthesis of Symmetrical Ureas by (Diacetoxyiodo)benzene-Induced Hofmann Rearrangement http://www.medworm.com/index.php?rid=3326204&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219566 SynlettDOI: 10.1055/s-0029-1219566AbstractAmides undergo Hofmann rearrangement by treatment with (diacetoxyiodo)benzene (DAIB) to provide symmetrical ureas in a simple and robust transformation.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326204 Wed, 03 Mar 2010 16:20:00 +0100 3326204 A Convenient Transformation of 2-Alkylidenecycloalkanones into Alkyl-Substituted Bicyclo[n.1.0]alkan-1-ols: Application to the Synthesis of Capsaicin http://www.medworm.com/index.php?rid=3326203&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219568 SynlettDOI: 10.1055/s-0029-1219568AbstractTreatment of 2-alkylidenecycloalkanones with hydrogen iodide in benzene and subsequent reaction of the obtained β-iodo ketones with zinc dust in THF in the presence of chlorotrimethyl­silane or titanium(IV) chlorotriisopropoxide led to - and -(+3)-alkylbicyclo[.1.0]alkan-1-ols in high yields. Cyclization of the intermediate β-iodo ketones under these conditions proceeded in a moderate to good diastereoselectivity, and the resulted bicyclic cyclopropanols were easily separated by column chromatography over silica gel. -7-Isopropylbicyclo[4.1.0]heptan-1-ol obtained in this manner was efficiently employed as a key intermediate in the synthesis of capsaicin.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contentsÂ... Synlett journals http://www.medworm.com/rss/comments.php?id=3326203 Wed, 03 Mar 2010 16:20:00 +0100 3326203 Water-Mediated Multicomponent Reaction: A Facile and Efficient Synthesis of Multisubstituted Thiazolidine-2-thiones http://www.medworm.com/index.php?rid=3326202&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219558 SynlettDOI: 10.1055/s-0029-1219558AbstractA facile, efficient, and green method for the synthesis of multisubstituted thiazolidine-2-thione derivatives via a three-component reaction of amine, carbon disulfide, and α-bromoketone is described. By using water as the reaction medium, the reaction proceeds smoothly to give corresponding products in good to excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326202 Wed, 03 Mar 2010 16:20:00 +0100 3326202 An Aromatic Amination Approach towards Ancistrocladinium A/B http://www.medworm.com/index.php?rid=3326201&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219561 We report a high yielding approach to -aryl tetrahydroisoquinolines and tetrahydroquinolines in one step from readily available starting materials. We have used this methodology to prepare the full carbon skeleton of the ring system of ancistrocladinium A in one step.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326201 Wed, 03 Mar 2010 16:20:00 +0100 3326201 Microwave-Assisted Preparation of Quinolone and Quinoline Derivatives http://www.medworm.com/index.php?rid=3326200&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219565 SynlettDOI: 10.1055/s-0029-1219565AbstractQuinolinone derivatives can be obtained in microwave-assisted syntheses by reaction of aniline derivatives with acetylene dicarboxylic esters, a malonic acid diester or β-keto ester derivatives. The reaction proceeds under mild conditions in short reaction times. Two of the quinolinones were transformed into the corresponding 4-chloroquinolines either by conventional heating or in a microwave-assisted reaction. Further modifications resulted in the formation of the boron adduct or in an agglomerate. The latter was characterized by X-ray crystal structure analysis. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326200 Wed, 03 Mar 2010 16:20:00 +0100 3326200 An Efficient Three-Component Synthesis of 3-(1-Hydroxyalkyl)[1,2,4]-triazolo[4,3-c]quinazolines http://www.medworm.com/index.php?rid=3326199&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219562 SynlettDOI: 10.1055/s-0029-1219562AbstractAn efficient three-component synthesis of 3-(1-hydroxyalkyl)[1,2,4]triazolo[4,3-]quinazolines is described. A mixture of -isocyaniminotriphenylphosphorane, an aldehyde, and a 4(3)-quinazolinone undergo a 1:1:1 addition reaction in refluxing THF to afford the title compounds in good to excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326199 Wed, 03 Mar 2010 16:20:00 +0100 3326199 Deracemisation of Secondary Alcohols via Biocatalytic Stereoinversion http://www.medworm.com/index.php?rid=3326198&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219567 SynlettDOI: 10.1055/s-0029-1219567AbstractThe development of various deracemisation concepts from our laboratory for secondary alcohols is summarised. The aim was to find alternatives for dynamic kinetic resolution and related deracemisation concepts. In our improved system, deracemisation is achieved via simultaneous enantioselective oxidation and asymmetric reduction, thereby demonstrating a rare example of concurrent oxidation and reduction in preparative organic chemistry. Such concepts could also be exploited for the racemisation of secondary alcohols through omitting the cofactor recycling.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3326198 Wed, 03 Mar 2010 03:12:26 +0100 3326198 Chemo-, Regio-, and Stereoselective Synthesis of syn-Aryl Glycol Monoesters from Aryl Olefins with Hydrogen Peroxide Catalyzed by RuCl3 http://www.medworm.com/index.php?rid=3314160&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219553 SynlettDOI: 10.1055/s-0029-1219553AbstractChemo-, regio-, and stereoselectivity have been achieved in the oxidations of aryl olefins. The aryl olefins were oxidized by 2 equivalents of HO in acetic acid, catalyzed by 0.02 equivalent of RuCl, leading to the formations of -aryl glycol monoesters. As the reaction is concerted, both the regio- and stereo­selectivity are excellent. In the presence of aliphatic C=C bonds, the aryl C=C bonds were selectively dioxygenated. This represents the first example of chemoselective dioxygenation of aryl C=C bonds.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3314160 Sat, 27 Feb 2010 16:01:27 +0100 3314160 One-Pot Synthesis of Difluorinated ortho-Terphenyls by Site-Selective Suzuki-Miyaura Reactions of 1,2-Dibromo-3,5-difluorobenzene http://www.medworm.com/index.php?rid=3314159&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219552 SynlettDOI: 10.1055/s-0029-1219552AbstractThe Suzuki-Miyaura reaction of 1,2-dibromo-3,5-di­fluorobenzene with two equivalents of arylboronic acids gave di­fluorinated -terphenyls. The reaction with one equivalent of arylboronic acid resulted in site-selective formation of 2-bromo-3,5-difluoro-biphenyls. The one-pot reaction of 1,2-dibromo-3,5-difluorobenzene with two different arylboronic acids afforded di­fluorinated -terphenyls containing two different terminal aryl groups. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3314159 Sat, 27 Feb 2010 16:01:27 +0100 3314159 First Total Syntheses of (+)-Garvensintriol and (+)-5-epi-Garvensintriol http://www.medworm.com/index.php?rid=3314158&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219557 SynlettDOI: 10.1055/s-0029-1219557AbstractA concise and efficient carbohydrate-based approach for the total syntheses of (+)-garvensintriol and (+)-5--garvensintriol is described in nine and six steps with 20% and 37% overall yield, respectively, starting from a known intermediate. A sequence of Grignard-assisted lactol opening with terminal alkyne, stereoselective keto reduction and oxidative lactonization are the key reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3314158 Sat, 27 Feb 2010 16:01:27 +0100 3314158 An Easy Access to Novel Spiro-Fused Pyrrolo Benzo[b]thiophene 1,1-Dioxide Derivatives via 1,3-Dipolar Cycloaddition Using Benzo[b]thiophene 1,1-Dioxide http://www.medworm.com/index.php?rid=3314157&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219550 SynlettDOI: 10.1055/s-0029-1219550AbstractA series of spirooxindoles containing tri- and tetracyclic fused pyrrolo benzo[]thiophene 1,1-dioxide derivatives was synthesized regioselectively via a multicomponent 1,3-dipolar cyclo­addition of isatin, benzo[]thiophene 1,1-dioxide and sarcosine or -proline in methanol under reflux condition. Also a series of spiro frameworks having tri- and tetracyclic fused pyrrolo benzo[]thiophene 1,1-dioxide derivatives was synthesized from ninhydrin, 11-indeno[1,2-]quinoxalin-11-one and acenaphthene-quinone using benzo[]thiophene 1,1-dioxide as a dipolarophile. The methodology affords high yields of products in short reaction time.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source... Synlett journals http://www.medworm.com/rss/comments.php?id=3314157 Sat, 27 Feb 2010 16:01:27 +0100 3314157 Expedient Synthesis of N-Fused Indoles through an Intramolecular [3+2]-Cycloaddition Approach http://www.medworm.com/index.php?rid=3314156&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219551 SynlettDOI: 10.1055/s-0029-1219551AbstractA variety of N-fused indolo pyrrolo-pyrroles and pyrrolo-pyrrolizidines were synthesized by intramolecular 1,3-dipolar cycloaddition reaction of azomethine ylide generated from -alkenylindole carbaldehyde which were prepared by the N-alkylation of indole 2-aldehyde with Baylis-Hillman bromides.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3314156 Sat, 27 Feb 2010 16:01:27 +0100 3314156 Synthesis of Two Nuphar Alkaloids by Allenic Hydroxylamine Cyclisation http://www.medworm.com/index.php?rid=3314155&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219554 SynlettDOI: 10.1055/s-0029-1219554AbstractA highly diastereoselective silver-catalysed cyclisation of a 2-substituted β-allenic hydroxylamine is reported. The resulting -isoxazolidine is converted into two Nuphar alkaloids by a sequence involving cross-metathesis and intramolecular reductive amination.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3314155 Sat, 27 Feb 2010 03:11:37 +0100 3314155 Trimethylsilyl Chloride (TMSCl) http://www.medworm.com/index.php?rid=3306031&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219345 SynlettDOI: 10.1055/s-0029-1219345© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3306031 Thu, 25 Feb 2010 03:19:47 +0100 3306031 Chloroacetylchloride: A Versatile Reagent in Heterocyclic Synthesis http://www.medworm.com/index.php?rid=3301417&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219387 SynlettDOI: 10.1055/s-0029-1219387© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301417 Wed, 24 Feb 2010 16:42:26 +0100 3301417 An 1,2-Elimination Approach to the Enantioselective Synthesis of 1,3-Disubstituted Linear Allenes http://www.medworm.com/index.php?rid=3301416&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219542 SynlettDOI: 10.1055/s-0029-1219542AbstractThe construction of 1,3-disubstituted allene skeleton, which is present in many natural allenes, via an -PrMgBr-mediated elimination of optically active 3-acetoxy-2-iodo-prop-1-ene derviatives is exemplified through the enantioselective total synthesis of two bioactive natural allenes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301416 Wed, 24 Feb 2010 16:42:26 +0100 3301416 Rapid Assembly of the Tetracyclic Core of Subincanadine F by a 7-exo Heck Cyclization http://www.medworm.com/index.php?rid=3301415&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219545 SynlettDOI: 10.1055/s-0029-1219545AbstractAn efficient approach to the tetracyclic bridged framework of the indole alkaloid subincanadine F by a 7- Heck cyclization of a 2-iodoindole upon a double bond included in a tetrahydropyridine system is described.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301415 Wed, 24 Feb 2010 16:42:26 +0100 3301415 An Efficient Synthesis of Phenol via CuI/8-Hydroxyquinoline-Catalyzed Hydroxylation of Aryl Halides and Potassium Hydroxide http://www.medworm.com/index.php?rid=3301414&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219548 SynlettDOI: 10.1055/s-0029-1219548AbstractThe CuI/8-hydroxyquinoline-catalyzed direct hydroxylation of aryl iodides with KOH takes place at 100 ˚C in a mixed solvent system (-BuOH-DMSO-HO), providing the corresponding phenols in great diversity. Aryl bromides are found to be rather less reactive under these reaction conditions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301414 Wed, 24 Feb 2010 16:42:26 +0100 3301414 BINAP-AgSbF6 vs. BINAP-AgClO4 Complexes as Catalysts for the Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides and Alkenes http://www.medworm.com/index.php?rid=3301413&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219534 SynlettDOI: 10.1055/s-0029-1219534AbstractThe employment of AgSbF and BINAP ligands has been evaluated in the catalyzed enantioselective 1,3-dipolar cycloadditions between azomethine ylides and electrophilic alkenes. The results are compared with the analogous ones obtained when using AgClO. The cycloaddition with maleimides and 1,2-bis(phenylsulfonyl)ethylene are clearly improved by the AgSbF-derived catalyst, and its efficiency is crucial for ensure good yields and excellent ee in the three-component reaction.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301413 Wed, 24 Feb 2010 16:42:26 +0100 3301413 Synthesis of a Deoxyxylopuromycin Analogue http://www.medworm.com/index.php?rid=3301412&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219436 SynlettDOI: 10.1055/s-0029-1219436AbstractN-Bis-demethylateddeoxyxylopuromycin was synthesized over six steps in 56% overall yield. The key steps are Mitsunobu­ reaction with DPPA and a Staudinger-Vilarrasa coupling.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301412 Wed, 24 Feb 2010 16:42:26 +0100 3301412 Exploratory Studies en Route to 5-Alkyl-Hyacinthacines: Synthesis of 5-epi-(-)-Hyacinthacine A3 and (-)-Hyacinthacine A3 http://www.medworm.com/index.php?rid=3301411&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219540 SynlettDOI: 10.1055/s-0029-1219540AbstractSynthesis of 5--(-)-hyacinthacine A and (-)-hyacinthacine A has been achieved from the -xylose-derived polyhydroxylated cyclic nitrone. Our synthetic strategy is potentially general and flexible for the synthesis of both epimers of 5-alkyl-­hyacinthacines.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301411 Wed, 24 Feb 2010 16:42:26 +0100 3301411 Synthesis of Perfluoroalkylated Carboranes by Cross-Metathesis of Allylcarboranes and Perfluoroalkylpropenes http://www.medworm.com/index.php?rid=3301410&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219546 SynlettDOI: 10.1055/s-0029-1219546AbstractA ruthenium complex (Hoveyda-Grubbs second-generation) catalyzed cross-metathesis of allylcarboranes with perfluoroalkylpropenes under standard reaction conditions furnished perfluoroalkylated carboranes in good isolated yields (31-53%). The reaction proceeded with various carboranes and carborane sandwich complexes bearing the bridging allylthioether moiety. This method constitutes a simple and versatile procedure for the preparation of fluorophilic carboranes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301410 Wed, 24 Feb 2010 16:42:26 +0100 3301410 Efficient One-Pot Synthesis of 6-Arylpyrrolo[3,2-d]pyrimidines from 6-Arylethynyl-5-nitropyrimidines http://www.medworm.com/index.php?rid=3301409&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219544 SynlettDOI: 10.1055/s-0029-1219544AbstractA highly concise one-pot synthesis of 6-arylpyrrolo[3,2-]pyrimidines via conjugative addition reaction of secondary amines to 6-arylethynyl-5-nitropyrimidines and subsequent reduction is described.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301409 Wed, 24 Feb 2010 16:42:26 +0100 3301409 Synthesis of Chiral Bifunctional (Thio)Urea N-Heterocyclic Carbenes http://www.medworm.com/index.php?rid=3301408&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219543 SynlettDOI: 10.1055/s-0029-1219543AbstractThe rapid and modular synthesis of the first bifunctional N-heterocyclic carbenes bearing a (thio)urea moiety as H-bond donor group was reported. Different analogues could be accessed in seven steps from cheap ()-pyroglutamic acid in good overall yields (14-30%). The synthesized carbenes were active catalysts in the benzoin reaction.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301408 Wed, 24 Feb 2010 16:42:26 +0100 3301408 Synthetic Studies on a Nonsteroidal Progesterone Metabolite: Regioselective N-Alkylation of an Activated Pyrazole http://www.medworm.com/index.php?rid=3301407&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219535 SynlettDOI: 10.1055/s-0029-1219535AbstractThis paper describes the large-scale synthesis of a progesterone receptor metabolite. The key step in this sequence was the regioselective pyrazole N-alkylation.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301407 Wed, 24 Feb 2010 16:42:26 +0100 3301407 A New Synthetic Methodology for the Pyrrolidine Ring http://www.medworm.com/index.php?rid=3301406&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219547 SynlettDOI: 10.1055/s-0029-1219547AbstractAn unprecedented synthesis of pyrrolidine rings has been accomplished by the reaction of azidoacetyl derivatives with maleate and fumarate esters.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301406 Wed, 24 Feb 2010 16:42:26 +0100 3301406 Towards 2D and 3D Coordination Polymers: Synthesis of Shape-Persistent Star Monomers with 2,2′:6′,2′′-Terpyridin-4′-yl Units at the Periphery http://www.medworm.com/index.php?rid=3301405&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219541 SynlettDOI: 10.1055/s-0029-1219541AbstractA set of shape-persistent star-shaped monomers which are multiply equipped with 2,2′:6′,2′′-terpyridin-4′-yl units has been synthesized. The synthetic sequences rest upon the Suzuki-Miyaura cross-coupling reaction which includes a sterically challenging six-fold coupling of a bulky aryl boronate to hexabromobenzene.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3301405 Wed, 24 Feb 2010 03:13:07 +0100 3301405 An Efficient Procedure for the Synthesis of Morpholin-2-one-3-carboxamide Derivatives in Good Diastereoselectivity by the Ugi Reaction http://www.medworm.com/index.php?rid=3287102&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219533 SynlettDOI: 10.1055/s-0029-1219533AbstractA series of 5-substituted morpholin-2-one-3-carbox­amide derivatives were efficiently synthesized by a Ugi three-­component reaction involving chiral 5,6-dihydro[1,4]oxazin-2-one substrates, isocyanides and carboxylic acids. The newly formed chiral center in the product was obtained in good diastereoselectivity. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287102 Fri, 19 Feb 2010 16:06:43 +0100 3287102 A Facile H2SO4/4 Ã… Molecular Sieves Catalyzed Synthesis of 2,3-Unsaturated O-Glycosides via Ferrier-Type Rearrangement http://www.medworm.com/index.php?rid=3287101&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219539 SynlettDOI: 10.1055/s-0029-1219539AbstractA novel method for synthesizing 2,3-unsaturated glycosides has been developed using a metal-free catalytic system. This catalyst, sulfuric acid/4 Ã… molecular sieves can catalyze the reaction of 3,4,6-tri--acetyl--glucals and a wide range of alcohols at room temperature, affording 2,3-unsaturated glycosides in good α-selectivity (α/β > 6:1) via a Ferrier-type rearrangement.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287101 Fri, 19 Feb 2010 16:06:43 +0100 3287101 Direct Stereoselective Synthesis of 1-Amino-2,5-diarylcyclohexanecarboxylic Acid Derivatives Based on a [5+1] Annulation of Divinyl Ketone and Isocyanoacetate http://www.medworm.com/index.php?rid=3287100&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219537 SynlettDOI: 10.1055/s-0029-1219537AbstractA 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed stereoselective [5+1] annulation of divinyl ketones and isocyano­acetate was disclosed, which provided a facile and efficient route to 1-amino-2,5-diarylcyclohexanecarboxylic acids as novel constrained cyclohexane analogues of phenylalanine.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287100 Fri, 19 Feb 2010 16:06:43 +0100 3287100 Synthesis of Thioureido-Linked Peptidomimetics, Glycosylated Amino Acids, and Neoglycoconjugates Using Bis(benzotriazolyl)methanethione as Thioacylating Agent http://www.medworm.com/index.php?rid=3287099&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219393 SynlettDOI: 10.1055/s-0029-1219393AbstractA practical synthesis of thiourea-linked peptidomimetics, glycosylated amino acids, and neoglycoconjugates is described employing bis(benzotriazolyl)methanethione as thiocarbonylating reagent. The entire protocol is mild, efficient, high-yielding, and free from hazardous reagents. All the intermediates and products have been isolated and fully characterized by H NMR, C NMR, and mass spectrometry.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287099 Fri, 19 Feb 2010 16:06:43 +0100 3287099 Enantioselective Diels-Alder Cycloadditions with β-Substituted Pyrazolidinone Propiolimides http://www.medworm.com/index.php?rid=3287098&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219538 SynlettDOI: 10.1055/s-0029-1219538AbstractChiral Lewis acid catalyzed Diels-Alder cycloadditions between β-substituted pyrazolidinone propiolimides and cyclic dienes have been studied. A catalyst prepared from Sc(OTf) and ­-Bu-pybox ligand promotes the formation of enantioenriched diene cycloadducts in moderate to high yield and good enantioselectivity from the reactions of acetylenic dienophiles and cyclic dienes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287098 Fri, 19 Feb 2010 16:06:43 +0100 3287098 Preparation of 3-Alkyl-Oxindoles by Copper(II)-Mediated C-H, Ar-H Coupling Followed by Decarboxyalkylation http://www.medworm.com/index.php?rid=3287097&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219392 SynlettDOI: 10.1055/s-0029-1219392AbstractA novel route for the conversion of anilides into 3-alkyl-oxindoles is described in which a copper(II)-mediated cyclization process is followed by an acid-mediated decarboxyalkylation. Scope and limitation studies are reported together with a telescoped variant which incorporates in situ -deprotection.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287097 Fri, 19 Feb 2010 16:06:43 +0100 3287097 Michael-Type Adducts of 3-Carbethoxycoumarins via Diels-Alder Reaction: Tandem Ring Construction of Furopyranochroman-2-one Skeletons http://www.medworm.com/index.php?rid=3287096&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219532 SynlettDOI: 10.1055/s-0029-1219532AbstractDiels-Alder reaction of furan with electron-deficient 3-carbethoxycoumarins gave the Michael-type adducts obtained from the rearrangement of the intermediate Diels-Alder adducts, instead of the Diels-Alder cycloadducts. Trapping of the dipolar intermediate with electron-deficient aromatic aldehydes gave a one-pot access to fused furo[3,2-]pyranochroman-2-ones with multiple stereogenic centers. Ring opening of the lactone moiety gave a facile route to generate diverse scaffolds.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287096 Fri, 19 Feb 2010 16:06:43 +0100 3287096 Gold-Catalyzed Reaction of Propargylic Carboxylates via an Initial 3,3-Rearrangement http://www.medworm.com/index.php?rid=3287095&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219527 SynlettDOI: 10.1055/s-0029-1219527Abstract:Gold-catalyzed 3,3-rearrangement of propargylic carboxylates offers a versatile entry into a range of fascinating subsequent transformations, leading to various functional structures. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287095 Fri, 19 Feb 2010 16:06:43 +0100 3287095 Thieme Chemistry Journal Awardees - Where Are They Now? Asymmetric Brønsted Acid Catalyzed Transfer Hydrogenations http://www.medworm.com/index.php?rid=3287094&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219528 SynlettDOI: 10.1055/s-0029-1219528AbstractAsymmetric hydrogenations are of great importance in the synthesis of optically active amines. This account highlights the development of the first metal-free transfer hydrogenation that is both highly enantioselective and inspired by nature’s dehydrogen­ase. Further focus is given to the extension of this bioinspired process to provide a variety of valuable, biologically active products and natural products under mild reaction conditions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287094 Fri, 19 Feb 2010 16:06:43 +0100 3287094 New Reagents for the Synthesis of Arylmethyl Ethers and Esters http://www.medworm.com/index.php?rid=3287093&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219531 SynlettDOI: 10.1055/s-0029-1219531AbstractThis Account chronicles efforts leading up to the development of new arylmethyl transfer (benzylation) reagents for protecting oxygen functional groups under relatively mild and neutral conditions. It begins with an investigation of organosiletanes as surrogate hydroxyl groups, which inspired siletane-functionalized benzyl ethers and forced us to confront the difficulties associated with the synthesis of benzyl ethers. The end result is a new series of neutral oxypyridinium salts for the benzylation of various nucleophilic functional groups under mild conditions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3287093 Fri, 19 Feb 2010 07:09:13 +0100 3287093 Novel Synthesis of 2-Aminobenzimidazoles from Isoselenocyanates http://www.medworm.com/index.php?rid=3282938&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219395 SynlettDOI: 10.1055/s-0029-1219395AbstractAn efficient one-pot procedure for the synthesis of 2-aminobenzimidazoles from isoselenocyanates and various substituted diamines is described. Precipitation of elemental selenium from the reaction mixture greatly simplifies the purification procedure and also allows it to be re-used for preparation of isoseleno­cyanates. A possible mechanism for the formation of 2-aminobenzimidazoles is proposed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3282938 Thu, 18 Feb 2010 16:08:13 +0100 3282938 Guanidine Bases in Synthesis: Extending the Scope of the Corey-Chaykovsky Epoxidation http://www.medworm.com/index.php?rid=3282937&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219359 SynlettDOI: 10.1055/s-0029-1219359AbstractGuanidine bases, such as 1,5,7-triazabicyclo[4.4.0]dec-1-ene (TBD) or 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-1-ene (MTBD), are highly effective reagents for the in situ generation of sulfonium ylides from sulfonium salts in Corey-Chaykovsky epoxidation reactions of aldehydes. These reactions proceed rapidly to produce the corresponding epoxides in excellent yields and with high selectivity for the product. Significantly, this reagent combination is applicable to both nonenolizable and enolizable aldehydes and α,β-unsaturated aldehydes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3282937 Thu, 18 Feb 2010 16:08:13 +0100 3282937 Synthesis of 3,4-Diarylbenzophenones by Site-Selective Suzuki-Miyaura Reactions of 3,4-Bis(trifluoromethylsulfonyloxy)benzophenone http://www.medworm.com/index.php?rid=3282936&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219396 SynlettDOI: 10.1055/s-0029-1219396AbstractThe Suzuki-Miyaura reaction of the bis(triflate) of 3,4-dihydroxybenzophenone with two equivalents of boronic acids gave 3,4-diarylbenzophenones. The reaction with one equivalent of arylboronic acids resulted in site-selective attack onto carbon atom C-4. 3,4-Diarylbenzophenones containing two different aryl groups were prepared by sequential addition of two different boronic acids.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3282936 Thu, 18 Feb 2010 16:08:13 +0100 3282936 Brønsted Acidic Ionic Liquid as an Efficient and Reusable Catalyst for Synthesis of 14-Aryl- or 14-Alkyl-14H-dibenzo[a,j]xanthenes under Solvent-Free Conditions http://www.medworm.com/index.php?rid=3282935&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219399 SynlettDOI: 10.1055/s-0029-1219399AbstractA mild and efficient method has been developed for the preparation of 14-aryl- or 14-alkyl-14-dibenzo[a,j]xanthenes from one-pot condensation of aldehydes with 2-naphthol using catalytic amount of Brønsted acidic ionic liquid ([TEBSA][HSO]) under thermal solvent-free conditions. Excellent yields, short reaction times, easy workup and reusability of the catalyst as well as solvent-free conditions are advantages of this procedure.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3282935 Thu, 18 Feb 2010 16:08:13 +0100 3282935 Synthesis of Paracyclophane Thiols via an Unprecedented Reduction-Deprotection Sequence: Direct Conversion of tert-Butyl Sulfoxides into Thiols with Boron Tribromide http://www.medworm.com/index.php?rid=3282934&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219204 SynlettDOI: 10.1055/s-0029-1219204AbstractStarting from readily available paracyclophane-substituted sulfoxides, a two-step procedure including a directed -metalation and an unprecedented deoxygenation-deprotection sequence allows the generation of versatile functionalized paracyclophane thiols.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3282934 Thu, 18 Feb 2010 03:10:52 +0100 3282934 Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin http://www.medworm.com/index.php?rid=3279330&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219398 Synlett 2010; 2010: e4-e4DOI: 10.1055/s-0029-1219398© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3279330 Wed, 17 Feb 2010 16:18:28 +0100 3279330 Synform issue 2010/03 http://www.medworm.com/index.php?rid=3279329&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219529 Synlett 2010; 2010: A22-A32DOI: 10.1055/s-0029-1219529© 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: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3279329 Wed, 17 Feb 2010 16:18:28 +0100 3279329 Editorial http://www.medworm.com/index.php?rid=3279328&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219530 Synlett 2010; 2010: I-IIIDOI: 10.1055/s-0029-1219530Get connected:Table of contents (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3279328 Wed, 17 Feb 2010 16:18:28 +0100 3279328 Formal Total Synthesis of (±)-Conduramine E Utilising the Bryce-Smith-Gilbert Photoamination Reaction http://www.medworm.com/index.php?rid=3266260&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219526 SynlettDOI: 10.1055/s-0029-1219526AbstractUtilising a Bryce-Smith-Gilbert photoamination of benzene as a key step, a synthesis of ()-conduramine E was carried out. A highly regioselective dihydroxylation of a cyclic diene was effected utilising Sharpless AD-mix-b.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3266260 Fri, 12 Feb 2010 03:04:59 +0100 3266260 Regioselective Palladium-Catalyzed Cross-Coupling Reactions of 2,4,7-Trichloroquinazoline http://www.medworm.com/index.php?rid=3262099&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219391 SynlettDOI: 10.1055/s-0029-1219391AbstractThe regioselective palladium-catalyzed cross-coupling reactions of 2,4,7-trichloroquinazoline with various aryl- and heteroarylboronic acids are reported. An efficient, sequential strategy was developed that provides access to novel, functionalized heterocycles.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262099 Thu, 11 Feb 2010 16:06:21 +0100 3262099 A Simple Route Toward New Clomiphene Metabolites http://www.medworm.com/index.php?rid=3262098&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219383 SynlettDOI: 10.1055/s-0029-1219383AbstractA new clomiphene metabolite, extremely useful for doping analysis, was synthesized in 19% overall yield. The approach involved a Grignard reaction via a -acylbenzotriazole intermediate to afford a key aromatic ketone and a HWE reaction. Both stereo­isomers were separated and identified.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262098 Thu, 11 Feb 2010 16:06:21 +0100 3262098 Direct Synthesis of N-Aryl Derivatives of Quinazolin-4(3H)-ones Employing Arylboronic Acids in the Presence of Cu(OAc)2 http://www.medworm.com/index.php?rid=3262097&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219385 SynlettDOI: 10.1055/s-0029-1219385AbstractCopper-promoted N-arylation of quinazolin-4(3)-ones with boronic acid at room temperature in the presence of air has been investigated. This method is general and can be applied to synthesizing derivatives of quinazolin-4(3)-one with medicinal values.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262097 Thu, 11 Feb 2010 16:06:21 +0100 3262097 Thioimidate N-Oxides: From Nature to Synthetic Pathways http://www.medworm.com/index.php?rid=3262096&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219382 SynlettDOI: 10.1055/s-0029-1219382AbstractInspired by the unexpected reactivity of desulfated naturally occurring glucoraphenin, methods to synthesize thioimidate -oxides (TIO) have been devised on simple or carbohydrate templates. Either through halocyclization or under Mitsunobu conditions, the starting thiohydroximates cyclized to generate efficiently the corresponding TIO.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262096 Thu, 11 Feb 2010 16:06:21 +0100 3262096 Modified Julia-Kocienski Reaction Promoted by Means of m-NPT (Nitro­phenyltetrazole) Sulfone http://www.medworm.com/index.php?rid=3262095&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219386 SynlettDOI: 10.1055/s-0029-1219386Abstract-Nitrophenyltetrazole sulfone () was employed in the Julia-Kocienski reaction. The olefination reaction between and carbonyl compounds proceeded smoothly under Masamune-Roush conditions (DBU and LiCl). These conditions were also applicable to our catechin derivative synthesis. Furthermore, phenolic mesylate was also tolerated in this mild reaction. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262095 Thu, 11 Feb 2010 16:06:21 +0100 3262095 Asymmetric Aza-Friedel-Crafts Reaction of 2-Naphthol with Tosylimines Catalyzed by a Dinuclear Zinc Complex http://www.medworm.com/index.php?rid=3262094&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219390 SynlettDOI: 10.1055/s-0029-1219390AbstractThe first asymmetric aza-Friedel-Crafts reaction of 2-naphthol with tosylimines was developed via a dinuclear zinc catalyst (up to 98% ee). It provided a new method for the asymmetric synthesis of Betti base derivatives.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262094 Thu, 11 Feb 2010 16:06:21 +0100 3262094 Total Synthesis of (±)-Lepadiformine A via Radical Translocation-Cyclization Reaction http://www.medworm.com/index.php?rid=3262093&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219389 SynlettDOI: 10.1055/s-0029-1219389AbstractA total synthesis of (±)-lepadiformine A was accomplished through construction of the 1-azaspiro[4.5]decane skeleton by a sequential radical translocation-cyclization reaction.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262093 Thu, 11 Feb 2010 16:06:21 +0100 3262093 (PPh3)AuCl/AgOTf-Catalyzed Intermolecular Hydroamination of Alkynes with Sulfonamides To Form N-Sulfonyl Imines http://www.medworm.com/index.php?rid=3262092&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219384 SynlettDOI: 10.1055/s-0029-1219384AbstractIn the presence of a catalytic amount of (PPh)AuCl and AgOTf, intermolecular hydroamination of unactivated alkynes with sulfonamides has been shown to proceed and give -sulfonyl ketimines in medium to excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262092 Thu, 11 Feb 2010 16:06:21 +0100 3262092 Intermediates for the Synthesis of 4-Substituted Proline Derivatives http://www.medworm.com/index.php?rid=3262091&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219372 SynlettDOI: 10.1055/s-0029-1219372AbstractA chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2,4)-4-methylproline and (3,5)-3-hydroxy-5-methylpiperidinone.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3262091 Thu, 11 Feb 2010 03:06:40 +0100 3262091 Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin http://www.medworm.com/index.php?rid=3253841&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219376 SynlettDOI: 10.1055/s-0029-1219376AbstractFour stereoisomers of the C21-C40 fragment are synthesized in a single exercise with the aid of fluorous tagging to encode configurations at C37 and C33. After demixing and detagging, the isomers were found to have substantially identical H NMR spectra. However, there were some small but reliable differences in their C NMR spectra.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253841 Tue, 09 Feb 2010 16:16:16 +0100 3253841 (1R,5R)-1-(1′-Dimethylaminoethyl)-2-isopropylidene-5-methylcyclohexanol as a Chiral Ligand in the Enantioselective Addition of Diethylzinc to Aldehydes http://www.medworm.com/index.php?rid=3253840&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219379 SynlettDOI: 10.1055/s-0029-1219379AbstractAn efficient chiral ligand, (1,5)-1-(1′-dimethylaminoethyl)-2-isopropylidene-5-methylcyclohexanol, has been developed for the enantioselective addition of diethylzinc to some prochiral aldehydes to afford -alcohols. The overall conversion rate was 80-98% with excellent enantiomeric excess (79-98%).[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253840 Tue, 09 Feb 2010 16:16:16 +0100 3253840 Methodology for the Synthesis of Substituted 1,3-Oxazoles http://www.medworm.com/index.php?rid=3253839&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219374 SynlettDOI: 10.1055/s-0029-1219374AbstractThe halogen dance isomerization is a facile and preparatively effective pathway for the synthesis of 2,4,5-trisubstituted 1,3-oxazoles.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253839 Tue, 09 Feb 2010 16:16:16 +0100 3253839 Asymmetric Conjugate Addition of Crotylstannane: Synthesis of (-)-Lasiol http://www.medworm.com/index.php?rid=3253838&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219381 SynlettDOI: 10.1055/s-0029-1219381AbstractLasiol, the major component of the mandibular gland secretion, serves as the primary sex attractant of the male ant, . Our interest in lasiol stems from the stereochemistry of the chiral methyl substituents and the synthetic challenges posed by this common structural motif. As such, an asymmetric 1,4-conjugate addition of an allylic stannane to produce the 1,2--dimethyl arrangement with high stereocontrol has resulted in the synthesis of (-)-lasiol.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253838 Tue, 09 Feb 2010 16:16:16 +0100 3253838 Thieme Chemistry Journal Awardees - Where Are They Now? Bifunctional Organocatalysis with N-Formyl-l-Proline: A Novel Approach to Epoxide Ring Opening and Sulfide Oxidation http://www.medworm.com/index.php?rid=3253837&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219363 SynlettDOI: 10.1055/s-0029-1219363AbstractA conceptually distinct approach to the aminolysis of 1,2-epoxides, which involves Lewis base-Brønsted acid catalysis employing -formyl--proline as an easily accessible bifunctional organocatalyst and water as a solvent is presented. The potential of -formyl--proline as organocatalyst for the sulfide oxidation reaction using aqueous hydrogen peroxide as environmentally benign and readily available oxidant is also demonstrated. Good to high yields are achieved for both reactions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253837 Tue, 09 Feb 2010 16:16:16 +0100 3253837 First Site-Selective Suzuki-Miyaura Reactions of 2,3,4-Tribromothiophene http://www.medworm.com/index.php?rid=3253836&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219380 SynlettDOI: 10.1055/s-0029-1219380AbstractThe first Suzuki-Miyaura reactions of 2,3,4-tribromothiophene are reported. These reactions provide a convenient and site-selective approach to 2-aryl-3,4-dibromothiophenes, 2,4-diaryl-3-bromothiophenes, and 2,3,4-triarylthiophenes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253836 Tue, 09 Feb 2010 16:16:16 +0100 3253836 Synthesis of Nemorosone via a Difficult Bridgehead Substitution Reaction http://www.medworm.com/index.php?rid=3253835&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219371 SynlettDOI: 10.1055/s-0029-1219371AbstractThe synthesis of nemorosone, a polyprenylated acyl­phloroglucinol isolated from , was achieved by means of a bridgehead substitution process, involving initial iodination and subsequent lithium-iodine exchange followed by acylation. The difficulties in the bridgehead substitution are discussed, and a probable explanation proposed, based on molecular modelling.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253835 Tue, 09 Feb 2010 16:16:16 +0100 3253835 A Flow Process Using Microreactors for the Preparation of a Quinolone Derivative as a Potent 5HT1B Antagonist http://www.medworm.com/index.php?rid=3253834&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219358 This article describes the continuous flow synthesis of ­6-methoxy-8-(4-methyl-1,4-diazepan-1-yl)--(4-morpholinophen-yl)-4-oxo-1,4-dihydroquinoline-2-carboxamide, a potent 5HT antagonist developed by AstraZeneca.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253834 Tue, 09 Feb 2010 16:16:16 +0100 3253834 Unusual Product from Condensative Cyclization: Pyrano[3,2-f]quinolin-3,10-diones from 6-Amino-5-[(trimethylsilyl)ethynyl]-2H-chromen-2-one and Aryl Aldehydes http://www.medworm.com/index.php?rid=3253833&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219378 SynlettDOI: 10.1055/s-0029-1219378AbstractA new efficient and simple route for the synthesis of 8,9-dihydro-3-pyrano[3,2-]quinoline-3,10(7)-dione derivatives has been accomplished via sulfuric acid promoted condensation-­cyclization of 6-amino-5-[(trimethylsilyl)ethynyl]-2-chromen-2-one and aromatic aldehydes. The products can be oxidized to the corresponding 10-methoxy-8-aryl-3-pyrano[3,2-]quinolin-3-one derivatives by FeCl˙6HO in methanol. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253833 Tue, 09 Feb 2010 16:16:16 +0100 3253833 Enantioselective One-Pot Rhodium-Catalyzed Cycloisomerization-Wittig Sequence to Chiral Functionalized 4-Alkyl 3-Alkylidene Tetrahydrofuran(on)es http://www.medworm.com/index.php?rid=3253832&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219362 SynlettDOI: 10.1055/s-0029-1219362AbstractAlkyl and (hetero)aryl alkyne allyl alcohols can readily be transformed into chiral 4-alkyl 3-alkylidene tetrahydrofurans and tetrahydrofuranones bearing α,β-unsaturated carbonyl side chains in a one-pot fashion via an enantioselective rhodium-catalyzed ­cycloisomerization-Wittig olefination sequence in good yields (54-86%).[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253832 Tue, 09 Feb 2010 16:16:16 +0100 3253832 Potential of (2E,7E)-Nonadienedioates in Asymmetric Synthesis: Construction of Homopipecolic Acid and an Aminoester Building Block for Peptide Nucleic Acids http://www.medworm.com/index.php?rid=3253831&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219375 SynlettDOI: 10.1055/s-0029-1219375AbstractA convenient, asymmetric synthesis of ()-homopipecolic acid methyl ester and an homochiral peptide nucleic acid (PNA) monomer building block are described, starting from the orthogonally disubstituted (2,7)-nonadienedioate. The approach involves stereoselective Michael monoaddition of ()--benzyl--α-methylbenzylamide to the unsaturated ester as the key step, and subsequent transformation of the remaining double bond of the unsaturated acid. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253831 Tue, 09 Feb 2010 16:16:16 +0100 3253831 Synthesis of (+)-Kuraramine http://www.medworm.com/index.php?rid=3253830&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219377 SynlettDOI: 10.1055/s-0029-1219377AbstractThe first synthesis of (+)-kuraramine via oxidative cleavage of (-)--methylcytisine is reported. An alternative but unsuccessful approach to (+)-kuraramine is also described based on extending an intramolecular enolate addition protocol that had previously been applied successfully to cytisine.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253830 Tue, 09 Feb 2010 16:16:16 +0100 3253830 Studies towards the Taming of the ‘Carbocation’ in the Regioselective Ring Opening of Epoxides to Allylic Alcohols http://www.medworm.com/index.php?rid=3253829&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219373 SynlettDOI: 10.1055/s-0029-1219373AbstractRegioselective isomerisation of epoxides to allylic alcohols can be achieved using -toluenesulfonic acid in the presence of 1,3-dimethylimidazolidin-2-one.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253829 Tue, 09 Feb 2010 16:16:16 +0100 3253829 K-10-Catalyzed Highly Diastereoselective Synthesis of Aziridines http://www.medworm.com/index.php?rid=3253828&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219361 SynlettDOI: 10.1055/s-0029-1219361AbstractA new solid acid-catalyzed method was developed for the stereoselective preparation of -aziridines from imines and ethyl diazoacetate using montmorillonite K-10 as catalyst. The ­reactions proceeded readily at room temperature in short reaction times, providing the products in excellent yields (90%) and exclusive selectivity.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253828 Tue, 09 Feb 2010 16:16:16 +0100 3253828 A New, Practical and Efficient Method for Protecting Alcohols as tert-Butyl Ethers http://www.medworm.com/index.php?rid=3253827&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219360 SynlettDOI: 10.1055/s-0029-1219360AbstractA new method for protecting alcohols as -butyl ethers is reported. The reaction is performed in -butyl acetate in the presence of a catalytic amount of HClO. The process is extremely efficient and primary and secondary alcohols as well as diols are protected under very mild conditions. Remarkably, -butyl acetate can be easily recovered after the workup of the reaction and recycled.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253827 Tue, 09 Feb 2010 16:16:16 +0100 3253827 A Reactivity-Driven Approach to the Discovery and Development of Gold-Catalyzed Organic Reactions http://www.medworm.com/index.php?rid=3253826&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219369 SynlettDOI: 10.1055/s-0029-1219369AbstractApproaches to research in organic chemistry are as numerous as the reactions they describe. In this account, we describe our reactivity-based approach. Using our work in the area of gold catalysis as a background, we discuss how a focus on reaction mechanism and reactivity paradigms can lead to the rapid discovery of new synthetic tools.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3253826 Tue, 09 Feb 2010 03:00:00 +0100 3253826 A Simple, Advantageous Synthesis of 5-Substituted 1H-Tetrazoles http://www.medworm.com/index.php?rid=3238829&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219366 Synlett 2010; 2010: e3-e3DOI: 10.1055/s-0029-1219366© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3238829 Thu, 04 Feb 2010 16:20:10 +0100 3238829 Synform issue 2010/02 http://www.medworm.com/index.php?rid=3238828&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219368 Synlett 2010; 2010: A11-A21DOI: 10.1055/s-0029-1219368© 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: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3238828 Thu, 04 Feb 2010 16:20:10 +0100 3238828 A Simple Synthesis of C-8 Modified 2-Keto-3-deoxy-d-manno-octulosonic Acid (KDO) Derivatives http://www.medworm.com/index.php?rid=3235049&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219356 SynlettDOI: 10.1055/s-0029-1219356AbstractThis paper describes a simple and efficient method with which to prepare C-8 modified 2-keto-3-deoxy---octulosonic acid (KDO) derivatives from C-5 modified arabinose derivatives.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3235049 Wed, 03 Feb 2010 16:23:59 +0100 3235049 A Flexible Approach to the Chromenoquinolines under Copper/Lewis Acid Catalysis http://www.medworm.com/index.php?rid=3235048&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219364 SynlettDOI: 10.1055/s-0029-1219364AbstractThe synthesis of chromenoquinolines via cyclization of different substituted anilines or naphthylamine with O-propargylated salicylaldehydes using CuI/La(OTf) as an efficient catalyst in the reflux temperature of acetonitrile is reported.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3235048 Wed, 03 Feb 2010 16:23:59 +0100 3235048 New Regiospecific Catalytic Approaches to 4,5-Dihydroisoxazoles and 2,5-Dihydroisoxazoles from O-Propargylic Hydroxylamines http://www.medworm.com/index.php?rid=3235047&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219365 SynlettDOI: 10.1055/s-0029-1219365AbstractUnprotected -propargylic hydroxylamines undergo generally essentially quantitative cyclisations when exposed briefly to silver nitrate adsorbed onto silica gel to give 4,5-dihydroisoxazoles [2-isoxazolines], while Nprotected derivatives give the corresponding 2,5-dihydroisoxazoles [3-isoxazolines] in similarly excellent yields, given that an appropriate functionality on nitrogen is used.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3235047 Wed, 03 Feb 2010 16:23:59 +0100 3235047 1,5-Stereocontrol in Bismuth-Mediated Reactions between Aldehydes and Allyl Bromides: Stereoselective Synthesis of Open-Chain all-syn- and anti, anti-1,3,5-Disposed Trimethylalkanes http://www.medworm.com/index.php?rid=3235046&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219357 SynlettDOI: 10.1055/s-0029-1219357AbstractThe reaction of 5-benzyloxy-2,4-dimethylpent-2-enyl bromide with the bismuth species generated by reduction of bismuth(III) iodide by zinc powder gives an intermediate which reacts with aldehydes with useful levels of stereocontrol in favour of 1,5--(3)-5-methylalk-3-enols. Manipulation of protecting groups, stereoselective hydrogenation, and tosylate displacement using a higher-order cyanomethylcuprate leads to either all- or ,-1,3,5-disposed trimethylalkanes.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3235046 Wed, 03 Feb 2010 09:18:03 +0100 3235046 An Organocatalytic Approach to Enantiopure 2,6-Disubstituted Tetrahydropyranols http://www.medworm.com/index.php?rid=3211516&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219354 SynlettDOI: 10.1055/s-0029-1219354AbstractA method is described for the synthesis of -2,6-disubstituted tetrahydropyranols related to ring A of ambruticin S. An organocatalytic and metal-free aldol condensation was utilized as a key step between appropriate carbonyl-containing precursors resulting in high diastereoselection and 24% overall yield for seven steps.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3211516 Wed, 27 Jan 2010 03:04:19 +0100 3211516 Ethyl 2-Cyano-3,3-bis(methylthio)acrylate http://www.medworm.com/index.php?rid=3207760&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219338 SynlettDOI: 10.1055/s-0029-1219338© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207760 Tue, 26 Jan 2010 16:14:46 +0100 3207760 2-Methyl-2-propanesulfinamide (Ellman’s Sulfinamide): A Versatile Chiral Reagent http://www.medworm.com/index.php?rid=3207759&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219339 SynlettDOI: 10.1055/s-0029-1219339© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207759 Tue, 26 Jan 2010 16:14:46 +0100 3207759 Synthesis of Water-Soluble Phosphinophenol for Traceless Staudinger Ligation http://www.medworm.com/index.php?rid=3207758&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219353 SynlettDOI: 10.1055/s-0029-1219353AbstractThe traceless Staudinger ligation can be mediated in ­water without organic co-solvents if charged groups render the phenylphosphine reagent water soluble. Here the synthesis of a new water-soluble phosphine is presented based on a diphenylphosphino­phenol reagent. Staudinger ligation with this reagent and azido glycine amide showed conversion of 77%.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207758 Tue, 26 Jan 2010 16:14:46 +0100 3207758 Rhodium(I)-Catalyzed Synthesis of Aryltriethoxysilanes from Arenediazonium Tosylate Salts with Triethoxysilane http://www.medworm.com/index.php?rid=3207757&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219090 SynlettDOI: 10.1055/s-0029-1219090AbstractAn efficient method for the preparation of aryltriethoxy­silanes from arenediazonium tosylate salts has been developed, which expands the substrates of rhodium-catalyzed silylation from iodides, bromides, and triflates to diazonium salts. A new method for hydrodediazoniation has also been explored.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207757 Tue, 26 Jan 2010 16:14:46 +0100 3207757 Solvent-Free Anti-Markovnikov Addition of Thiols to Alkenes Using Anhydrous Cerium(III) Chloride as Catalyst http://www.medworm.com/index.php?rid=3207756&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219350 SynlettDOI: 10.1055/s-0029-1219350AbstractThe anti-Markovnikov addition of thiols to alkenes using CeCl as catalyst is described. The products were obtained in good to excellent yields. The reaction occurred under solvent-free conditions at room temperature.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207756 Tue, 26 Jan 2010 16:14:46 +0100 3207756 Probing the Effect of Allylic Substitution on Cyclic Ammonium Ylid Rearrangements http://www.medworm.com/index.php?rid=3207755&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219348 SynlettDOI: 10.1055/s-0029-1219348AbstractThe [2,3]-sigmatropic rearrangement of tetrahydropyridine-derived ammonium ylids is a valuable method for the preparation of substituted pyrrolidine carboxylates. The presence of an allylic substituent does not intrinsically reduce the yield of rearrangements, and the diastereoselectivity of rearrangement is related to the structure of the diazo reactant. The method represents a very rapid means of accessing complex pyrrolidines, as shown by preparation of a precursor to the core of lactacystin.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207755 Tue, 26 Jan 2010 16:14:46 +0100 3207755 Synthetic Studies towards Iriomoteolide 1a: Stereocontrolled Construction of C1-C9 and C11-C23 Segments Using Lactate Aldol Chemistry http://www.medworm.com/index.php?rid=3207754&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219347 SynlettDOI: 10.1055/s-0029-1219347AbstractThe stereocontrolled construction of C1-C9 and C13-C23 segments of the cytotoxic macrolide iriomoteolide 1a is reported, exploiting boron aldol additions of enantiomeric lactate-derived ketones and a Suzuki-Miyaura cross-coupling reaction.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207754 Tue, 26 Jan 2010 16:14:46 +0100 3207754 An Approach to the Oxazoline-Containing Fragments of the Oroidin Dimers Nagelamide R and T http://www.medworm.com/index.php?rid=3207753&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219351 SynlettDOI: 10.1055/s-0029-1219351AbstractA tandem hydrolysis-intramolecular nucleophilic substitution reaction provides an expedient synthesis of the oxazoline moiety found in the oroidin dimers, nagelamide R and the recently isolated nagelamide T.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207753 Tue, 26 Jan 2010 16:14:46 +0100 3207753 Regioselective Pauson-Khand Processes with Olefins Possessing Extended Phosphonates http://www.medworm.com/index.php?rid=3207752&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219349 SynlettDOI: 10.1055/s-0029-1219349AbstractOlefins possessing a tethered β-functionalised phosphonate functionality have been shown to be effective cyclisation partners within intermolecular Pauson-Khand processes. The optimised protocol described facilitates intermolecular cyclisations with high levels of olefinic regiocontrol.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207752 Tue, 26 Jan 2010 16:14:46 +0100 3207752 Synthetic Route Optimization of PF-00868554, An HCV Polymerase Inhibitor in Clinical Evaluation http://www.medworm.com/index.php?rid=3207751&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219352 SynlettDOI: 10.1055/s-0029-1219352AbstractThis paper describes the optimization efforts to establish an enabling synthesis to provide multigram quantity of PF-00868554, an HCV polymerase inhibitor currently in phase II clinical evaluations.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207751 Tue, 26 Jan 2010 16:14:46 +0100 3207751 Asymmetric Synthesis of Piperidines and Octahydroindolizines http://www.medworm.com/index.php?rid=3207750&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219346 SynlettDOI: 10.1055/s-0029-1219346AbstractThe conjugate addition of a homochiral lithium amide to a ξ-hydroxy-α,β-unsaturated ester, followed by a one-pot, ring-­closure-N-debenzylation protocol has been used in the asymmetric syntheses of ()-coniine and ()-δ-coniceine (isolated as the corresponding hydrochloride salts) and the bicyclic core of stellettamide A.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207750 Tue, 26 Jan 2010 16:14:46 +0100 3207750 Synthesis of 3-Nitropyrrolidines via Dipolar Cycloaddition Reactions Using a Modular Flow Reactor http://www.medworm.com/index.php?rid=3207749&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219344 SynlettDOI: 10.1055/s-0029-1219344AbstractThe generation and subsequent use of unstabilised azomethine ylides in dipolar cycloaddition reactions within a flow microreactor is demonstrated. The 3-nitropyrrolidines produced were furthermore subjected to chemoselective hydrogenation reactions using the H-Cube system. To ensure product purities in excess of 90-95%, immobilised scavengers were successfully employed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207749 Tue, 26 Jan 2010 16:14:46 +0100 3207749 Synthesis of Glycoporphyrins Using Trichloroacetimidates as Glycosyl Donors http://www.medworm.com/index.php?rid=3207748&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219355 SynlettDOI: 10.1055/s-0029-1219355AbstractThe trichloroacetimidate method has been utilized for the glycosylation of porphyrins. The corresponding glycoconjugates were obtained rapidly, in high yields, and excellent purity. A three-step sequence using well-matched (Lewis) acids was found to be highly effective and reliable.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3207748 Tue, 26 Jan 2010 02:58:29 +0100 3207748 In situ Formation of NOx and Br Anion for Aerobic Oxidation of Benzylic Alcohols without Transition Metal http://www.medworm.com/index.php?rid=3193003&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219202 SynlettDOI: 10.1055/s-0029-1219202AbstractThe reaction of KBrO and NHOH˙HCl in situ generates NO and Br anion, which combine with 2,2,6,6-tetramethylpiperidine--oxide (TEMPO) to construct a NO-activating dioxygen, Br-assisted, TEMPO-catalyzed aerobic oxidation of alcohols. Catalyzed by KBrO/NHOH˙HCl/TEMPO, various benzylic alcohols can be oxidized quantitatively to their corresponding carbonyl compounds under mild conditions. The easy handling and simple product separation make the process an attractive candidate for the oxidation of alcohols. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3193003 Thu, 21 Jan 2010 16:05:52 +0100 3193003 Enantioselective α-Chlorination of Aldehydes with Recyclable Fluorous (S)-Pyrrolidine-Thiourea Bifunctional Organocatalyst http://www.medworm.com/index.php?rid=3193002&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219198 SynlettDOI: 10.1055/s-0029-1219198AbstractA novel fluorous ()-pyrrolidine-thiourea bifunctional organocatalyst is prepared. The catalyst shows good activity and enantioselectivity for direct α-chlorination of aldehydes using -chlorosuccinimide (NCS) as the chlorine source. It can be recovered from the reaction mixture by fluorous solid-phase extraction with excellent purity for direct reuse.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3193002 Thu, 21 Jan 2010 16:05:52 +0100 3193002 Hydrogenation Selectivity of the Bicyclo[4.4.0]decane Ring System of Valencanes http://www.medworm.com/index.php?rid=3193001&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219206 SynlettDOI: 10.1055/s-0029-1219206AbstractTo test the selectivity of sterically hindered systems, (+)-nootkatone and derivatives were subjected to a wide variety of hydrogenation methodologies. The steric impact of the C-4 methyl substituent seems to be responsible for the inability of the system to adopt the -fused structure.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3193001 Thu, 21 Jan 2010 16:05:52 +0100 3193001 Dual Electrophilic Trapping-Negishi Coupling with Dilithiothiophenes in a Three-Component, One-Pot Process http://www.medworm.com/index.php?rid=3193000&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219203 SynlettDOI: 10.1055/s-0029-1219203AbstractBased upon a twofold bromine-lithium exchange with 2,5-dibromo thiophene and sequential trapping of the dilithio intermediate, organo zinc halides were generated in situ and subsequently transformed by Negishi cross-coupling to unsymmetrically substituted thiophenes in a one-pot fashion. Application of this novel sequence to diiodo(hetero)arenes quickly furnishes highly interesting building blocks for materials science applications.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3193000 Thu, 21 Jan 2010 16:05:52 +0100 3193000 One-Pot Synthesis of Unsymmetrical 2,3-Diarylindoles by Site-Selective ­Suzuki-Miyaura Reactions of N-Methyl-2,3-dibromoindole http://www.medworm.com/index.php?rid=3192999&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219201 SynlettDOI: 10.1055/s-0029-1219201AbstractThe Suzuki-Miyaura reaction of -methyl-2,3-dibromoindole with two equivalents of boronic acids gave symmetrical 2,3-diarylindoles. The reaction with one equivalent of arylboronic acid resulted in site-selective formation of 2-aryl-3-bromoindoles. The one-pot reaction of 2,3-dibromoindole with two different arylboronic acids afforded unsymmetrical 2,3-diarylindoles containing two different aryl groups.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192999 Thu, 21 Jan 2010 16:05:52 +0100 3192999 A Synthesis of (S)-(-)-Umbelactone and Related α,β-Butenolides http://www.medworm.com/index.php?rid=3192998&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219181 SynlettDOI: 10.1055/s-0029-1219181AbstractThe development of an asymmetric route for the synthesis of α,β-butenolide building blocks, starting from commercially available -mannitol, is described. The devised route was applied to a synthesis of the ()-(-)-enantiomer of the antiviral natural product umbelactone, together with the construction of other synthetically useful lactone structures.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192998 Thu, 21 Jan 2010 16:05:52 +0100 3192998 The Total Synthesis of Trungapeptin A http://www.medworm.com/index.php?rid=3192997&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219205 SynlettDOI: 10.1055/s-0029-1219205AbstractTrungapeptin A, a novel cyclodepsipeptide isolated from a marine cyanobacterium (), has been synthesised and its structure unambiguously confirmed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192997 Thu, 21 Jan 2010 16:05:52 +0100 3192997 Progress towards the Total Synthesis of Scytonemin A: Asymmetric Synthesis of (2S,3R,4R)-4-hydroxy-3-methylproline http://www.medworm.com/index.php?rid=3192996&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219208 SynlettDOI: 10.1055/s-0029-1219208AbstractDuring the total synthesis of the novel cyclopeptide scytonemin A, the fragment containing two (2,3,4)-4-hydroxy-3-methylproline units was successfully prepared. Two approaches leading to (2,3,4)-4-hydroxy-3-methylproline have been explored. They involve the following key transformations: asymmetric crotylation, Sharpless epoxidation-subsequent epoxide opening, intramolecular amidomercuration-oxidation.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192996 Thu, 21 Jan 2010 16:05:52 +0100 3192996 Expedient Route to an Amine Precursor of Halichlorine and Pinnaic Acid from Nitrocyclopent-1-ene http://www.medworm.com/index.php?rid=3192995&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219337 SynlettDOI: 10.1055/s-0029-1219337AbstractDiastereoselective addition of -propanal to nitrocyclopent-1-ene, aldehyde protection, 1,6-conjugate addition, and cross metathesis provides a facile route to key amine precursors of halichlorine and pinnaic acid.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192995 Thu, 21 Jan 2010 16:05:52 +0100 3192995 Gold(III)-Catalyzed Synthesis of Isoxazoles by Cycloisomerization of α,β-Acetylenic Oximes http://www.medworm.com/index.php?rid=3192994&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219342 SynlettDOI: 10.1055/s-0029-1219342AbstractCycloisomerization of α,β-acetylenic oximes leading to substituted isoxazoles was achieved using AuCl as catalyst, under moderate reaction conditions. The reaction can be applied to various acetylenic oximes and gives good to excellent yields. The methodology is amenable for the selective synthesis of 3-substituted, 5-substituted or 3,5-disubstituted isoxazoles by simply altering the substituents on the acetylenic oximes. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192994 Thu, 21 Jan 2010 16:05:52 +0100 3192994 The 2-(2-Azidoethyl)cycloalkanone Strategy for Bridged Amides and Medium-Sized Cyclic Amine Derivatives in the Aubé-Schmidt Reaction http://www.medworm.com/index.php?rid=3192993&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219340 SynlettDOI: 10.1055/s-0029-1219340Abstract2-(2-Azidoethyl)cycloalkanones afford bridged lactams in the Aubé-Schmidt reaction, sometimes in excellent yield, and solvolysis yields derivatives of medium-ring amines. Attempts to divert the Schmidt reaction with an arene-mediated fragmentation of the normal Schmidt intermediate have led to an initial example.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192993 Thu, 21 Jan 2010 16:05:52 +0100 3192993 A Novel Asymmetric Azaspirocyclisation Using a Morita-Baylis-Hillman-Type Reaction http://www.medworm.com/index.php?rid=3192992&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219210 SynlettDOI: 10.1055/s-0029-1219210AbstractA Morita-Baylis-Hillman-type reaction has been applied to the asymmetric preparation of azaspirocycles in high yield and diastereoselectivity. The optimisation of the reaction is discussed and a model for the origin of diastereoselectivity is proposed.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192992 Thu, 21 Jan 2010 16:05:52 +0100 3192992 New Methodologies for the Synthesis of 3-Acylpyridone Metabolites http://www.medworm.com/index.php?rid=3192991&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219341 SynlettDOI: 10.1055/s-0029-1219341AbstractA core isoxazolo[4,3-]pyridin-4-one scaffold is prepared and elaborated at C-3(Me) and C-7 as a masked building block for 3-acylpyridin-2-ones related to the acylpyridone natural products[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192991 Thu, 21 Jan 2010 16:05:52 +0100 3192991 An Enantioselective Formal Synthesis of (+)-Lactacystin from Hydroxymethyl Glutamic Acid (HMG) http://www.medworm.com/index.php?rid=3192990&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219207 SynlettDOI: 10.1055/s-0029-1219207AbstractA formal synthesis of (+)-lactacystin from hydroxymethylglutamic acid (HMG), with an alkylidene carbene insertion reaction being used to construct the key nitrogen-bearing quaternary centre has been completed. Our route intercepts that of Shibasaki at an advanced pyrrolidinone intermediate, from which the synthesis can be completed following Donohoe’s route.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192990 Thu, 21 Jan 2010 16:05:52 +0100 3192990 Enantioselective Synthesis of (+)-l-733,060 and (+)-CP-99,994: Application of an Ireland-Claisen Rearrangement/Michael Addition Domino Sequence http://www.medworm.com/index.php?rid=3192989&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219200 SynlettDOI: 10.1055/s-0029-1219200AbstractAn efficient asymmetric synthesis of (+)--733,060, (-)-(2,3)- and (+)-CP-99,994, starting from a Baylis-Hillman adduct, is described. The key steps include a novel domino reaction: stereoselective Ireland-Claisen rearrangement, asymmetric Michael addition, and piperidone ring formation through a one-pot reaction hydrogenolysis/lactamization and a stereoselective inversion of a hydroxy group.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192989 Thu, 21 Jan 2010 16:05:52 +0100 3192989 A Concise Synthesis of Dunnianol http://www.medworm.com/index.php?rid=3192988&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219209 SynlettDOI: 10.1055/s-0029-1219209AbstractA short total synthesis of the neosesquilignan dunnianol which features a double Suzuki cross-coupling as a key step is described.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192988 Thu, 21 Jan 2010 16:05:52 +0100 3192988 Synthesis of Bis(diaryl)sulfones by Site-Selective Suzuki-Miyaura Reactions of 2,4′-Bis(trifluoromethylsulfonyloxy)diphenylsulfone http://www.medworm.com/index.php?rid=3192987&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219343 SynlettDOI: 10.1055/s-0029-1219343AbstractThe Suzuki-Miyaura reaction of the bis(triflate) of 2,4′-bis(hydroxy)diphenylsulfone with two equivalents of boronic acids gave 2,4′-bis(aryl)diphenylsulfones. The reaction with one equivalent of arylboronic acids resulted in site-selective attack onto carbon atom C-4′.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3192987 Thu, 21 Jan 2010 07:24:49 +0100 3192987 Click Chemistry Approach to Fluorescence-Based Polybinaphthyls Incorporating a Triazole Moiety for Hg²+ Recognition http://www.medworm.com/index.php?rid=3175112&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219197 SynlettDOI: 10.1055/s-0029-1219197AbstractOptically active polybinaphthyls incorporating triazole moieties were obtained by polymerization of ()-6,6′-dibutyl-3,3′-diethynyl-2,2′-bisoctoxy-1,1′-binaphthyl and 1,4-diazidobenzene through click reactions. This is the first example of click-generated polybinaphthyls. The responsive optical properties of the polymer upon addition of various metal ions were investigated by fluorescence and UV/Vis spectral studies. The results indicate that the triazole moiety is a receptor that shows excellent fluorescence response for Hg recognition without interference from other metal ions. [...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3175112 Fri, 15 Jan 2010 15:54:00 +0100 3175112 A Practical One-Pot Transformation of Triphenylphosphine Oxide to Triphenylphosphine by Reduction of in situ Generated Triphenylphosphine Dichloride http://www.medworm.com/index.php?rid=3175111&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219194 SynlettDOI: 10.1055/s-0029-1219194AbstractOne-pot transformation of triphenylphosphine oxide to triphenylphosphine was achieved by the reaction of triphenylphosphine oxide with oxalyl chloride, which led to the formation of triphenylphosphine dichloride, and subsequent reduction of triphenylphosphine dichloride with a combination of aluminum-catalytic metal salt.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3175111 Fri, 15 Jan 2010 15:54:00 +0100 3175111 Fluorine-Containing Furan Derivatives from the Michael Addition of Ethyl 4,4,4-Trifluoro-3-oxobutanoate with β-Nitrostyrenes http://www.medworm.com/index.php?rid=3175110&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219199 SynlettDOI: 10.1055/s-0029-1219199AbstractEthyl 4,4,4-trifluoro-3-oxobutanoate reacted with nitrostyrenes in the presence of EtN to afford ethyl 5-(hydroxyim­ino)-4-aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3-carboxylates along with a small amount of ethyl 2-hydroxy-5-imino-4-aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3-carboxylates. Treatment of ethyl 5-(hydroxyimino)-4-aryl-2-(trifluoromethyl)-2,5-dihydro­furan-3-car­boxylates with 1.2 equivalents of TsOH in -BuOH, afforded ethyl 2-hydroxy-5-imino-4-aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3-carboxylates in good yields. However, ethyl 2-ethoxy or methoxy-5-oxo-4-aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3-carboxylates were obtained as major products in EtOH or MeOH along with a small amount of ethyl 2-hydroxy-5-imino-4-aryl-2-(trifluo... Synlett journals http://www.medworm.com/rss/comments.php?id=3175110 Fri, 15 Jan 2010 15:54:00 +0100 3175110 A Straightforward Approach towards Substituted Morita-Baylis-Hillman Products via Hydrostannation of Acetylenic Ketones http://www.medworm.com/index.php?rid=3175109&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219196 SynlettDOI: 10.1055/s-0029-1219196AbstractRegioselective molybdenum-catalyzed hydrostannations of acetylenic ketones give rise to allenoxystannanes, which can be subjected to subsequent aldol reactions. Because aldehydes are not affected under the reaction conditions used, the hydrostannation-­aldol addition can be performed as a one-pot reaction, providing easy access to substituted Morita-Baylis-Hillman-type products in a highly stereoselective fashion.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3175109 Fri, 15 Jan 2010 15:54:00 +0100 3175109 Silicon Tetrachloride Catalyzed Aza-Michael Addition of Amines to Conjugated Alkenes under Solvent-Free Conditions http://www.medworm.com/index.php?rid=3175108&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219195 SynlettDOI: 10.1055/s-0029-1219195AbstractThe efficient and very simple conjugate addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds under solvent-free conditions in the presence of catalytic amount of silicon tetrachloride is reported. The reaction of aryl and alkyl amines with different Michael acceptors gave the corresponding Michael adducts with simple catalyst and good to excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3175108 Fri, 15 Jan 2010 15:54:00 +0100 3175108 Ethyl Isocyanoacetate as a Useful Glycine Equivalent http://www.medworm.com/index.php?rid=3175107&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219149 SynlettDOI: 10.1055/s-0029-1219149AbstractIn this account, we describe a useful synthetic approach to construct diverse constrained α,α-dialkylated amino acid derivatives using ethyl isocyanoacetate as a glycine equivalent. Various unusual amino acid derivatives, such as cyclophane-, benzocyclo­butene-, and diene-containing systems, are reported here.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3175107 Fri, 15 Jan 2010 03:04:57 +0100 3175107 Carbon-Carbon Double-Bond Isomerization and Diels-Alder Reaction of [nl]Dimethyl 5-Methylene-4-isopropylidene-2-cycloheptene-1,1-dicarboxylate with Dienophiles http://www.medworm.com/index.php?rid=3170861&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219193 Synlett null; null: e2-e2DOI: 10.1055/s-0029-1219193© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  FREE: Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170861 Thu, 14 Jan 2010 16:11:02 +0100 3170861 A Scalable Synthesis of (±)-2-Oxoclopidogrel http://www.medworm.com/index.php?rid=3170860&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219177 SynlettDOI: 10.1055/s-0029-1219177AbstractAs a precondition for detailed pharmacological investigations, an efficient chemical method for the conversion of the antiplatelet drug clopidogrel into its first metabolite 2-oxoclopidogrel was developed. The one-pot procedure, which can easily be performed on a gram scale, exploits the selective borylation of a di-­anionic intermediate derived from clopidogrel with subsequent oxidative workup.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170860 Thu, 14 Jan 2010 16:11:02 +0100 3170860 Direct Reaction of Aryl Iodides with Activated Aluminium Powder and Reactions of the Derived Aryl Sesquiiodides http://www.medworm.com/index.php?rid=3170859&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219179 SynlettDOI: 10.1055/s-0029-1219179AbstractHigh temperature (110-120 ˚C) direct reaction of ArI (Ar = Ph, 1-CH, 3-Tol) with aluminium powder in the presence of HgCl (1 mol%) or liquid gallium metal (10 mol%) leads to quantitative conversion to the aryl sesquiiodides AlArI. The latter, highly Lewis acidic, compounds are effective in opening of cyclic ethers and direct ester to amide conversions.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170859 Thu, 14 Jan 2010 16:11:02 +0100 3170859 Efficient and Atom-Economic Synthesis of α-Substituted β-Chromonyl-α,β-unsaturated Carbonyls through Molecular Rearrangement http://www.medworm.com/index.php?rid=3170858&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219176 SynlettDOI: 10.1055/s-0029-1219176AbstractUnder mild acidic conditions [4+2] cycloadducts of 3-formylchromones and acetylenecarboxylates rearrange to yield α-substituted-β-chromonyl-α,β-unsaturated carbonyl compounds in excellent yields.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170858 Thu, 14 Jan 2010 16:11:02 +0100 3170858 Gold(I)-Catalyzed Intermolecular Hydroamination of Allenes with Arylamines http://www.medworm.com/index.php?rid=3170857&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1218555 SynlettDOI: 10.1055/s-0029-1218555AbstractA mixture of [P(-Bu)--biphenyl]AuCl and AgOTf catalyzes the intermolecular hydroamination of monosubstituted and 1,1- and 1,3-disubstituted allenes with primary and secondary aryl­amines.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170857 Thu, 14 Jan 2010 16:11:02 +0100 3170857 The First Cobalt-Catalyzed Transformation of Alkynyl C-H Bond: Aldehyde-Alkyne-Amine (A³) Coupling http://www.medworm.com/index.php?rid=3170856&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219173 SynlettDOI: 10.1055/s-0029-1219173AbstractThe first highly effective cobalt-catalyzed reaction of terminal alkynes was developed. The reaction of alkynes with aldehyde and amine generated a diverse range of propargyl amines in excellent yields by this method.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170856 Thu, 14 Jan 2010 16:11:02 +0100 3170856 Oxidative Conversion of Imines into 2-Azadienes http://www.medworm.com/index.php?rid=3170855&cid=s_36628_59_f&fid=36628&url=http%3A%2F%2Fwww.thieme-connect.com%2FDOI%2FDOI10.1055%2Fs-0029-1219172 SynlettDOI: 10.1055/s-0029-1219172AbstractSeveral 2-azadienes were prepared by treatment of im­ines derived from diphenylmethanamine and ketones with sodium hydride in DMF under an air atmosphere.[...]© Georg Thieme Verlag Stuttgart ˙ New YorkGet connected:Table of contents  |  Abstract  |  Full text (Source: Synlett) Synlett journals http://www.medworm.com/rss/comments.php?id=3170855 Thu, 14 Jan 2010 16:11:02 +0100 3170855