Synlett
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Organocatalytic Asymmetric
Triple Domino Reactions of Nitromethane with α,β-Unsaturated
Aldehydes
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Synlett null; null: e5-e5DOI: 10.1055/s-0029-1218349© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 21, 2009 Category: Chemistry Tags: addenda and errata Source Type: journals
Sustainable Click
Reaction Catalyzed by Supported Ionic Liquid Catalyst (Cu-SILC)Email this article to a colleague.
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Synlett null; null: 3224-3224DOI: 10.1055/s-0029-1218519© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 21, 2009 Category: Chemistry Tags: addenda and errata Source Type: journals
A Novel, Practical
Synthesis of Sulfonyl Chlorides from Thiol and Disulfide DerivativesEmail this article to a colleague.
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Synlett null; null: 3223-3223DOI: 10.1055/s-0029-1218520© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 21, 2009 Category: Chemistry Tags: addenda and errata Source Type: journals
Synform issue 2009/09Email this article to a colleague.
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Synlett null; null: A76-A85DOI: 10.1055/s-0029-1218524© 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...
Source: Synlett - November 21, 2009 Category: Chemistry Tags: synform Source Type: journals
Domino Multicomponent Michael-Michael-Aldol
Reactions under Phase-Transfer Catalysis: Diastereoselective
Synthesis of Pentasubstituted CyclohexanesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218523AbstractA simple, efficient, and environmental friendly domino multicomponent
reaction to construct new cyclohexane derivatives with five new
stereocenters, one of them quaternary, under phase-transfer catalysis
is reported. This novel one-pot reaction allows the transformation
of very simple starting materials into pentasubstituted cyclohexane
derivatives bearing hydroxy, nitro, and ketone moieties and involving
the formation of three new C-C bonds. All compounds have
been formed in a completely diastereoselective way and have been
isolated in high yields.[...]© Georg Thieme Verlag
Stutt...
Source: Synlett - November 21, 2009 Category: Chemistry Tags: letter Source Type: journals
Synthesis of N-Substituted
2-Fluoromethylbenzimidazoles via Bis(trifluoroacetoxy)iodobenzene-Mediated
Intramolecular Cyclization of N,N′-Disubstituted
FluoroethanimidamidesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218377AbstractA mild and efficient method for the synthesis of N-substituted
2-fluoromethylbenzimidazoles via [bis(trifluoroacetoxy)-iodo]benzene-mediated
intramolecular cyclization of N,N′-disubstituted bromodifluoro
(or trifluoro) ethanimidamides was described. [...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
The Highly Efficient 1,4-Addition
of TMSCN to Aromatic Enones Catalyzed by CsF with Water as the AdditiveEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218376AbstractAn efficient 1,4-addition of TMSCN to aromatic enones has been
achieved in excellent yields (91-99%) by CsF (1
mol%) as the catalyst and HO (4 equiv) as the
additive in refluxing dioxane within 2-7 hours.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
Facile Preparation of CF3-Containing
1-BromoallenesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218383AbstractThe novel synthetic method is described for preparation of not
only 1-bromo- but 1,3-dibromo-1-trifluoromethylated allenes from
the corresponding propargylic alcohols with a combination of CBr and
PhP. Selection of the organic solvent employed enabled us
to access to these two different allenes quite readily.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
Synthesis of Pentafluorophenyl
Esters of Nitroveratryloxycarbonyl-Protected Amino AcidsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218369AbstractFor efficient peptide synthesis on a glass chip, 20 kinds of
pentafluorophenyl (Pfp) esters of nitroveratryloxycarbonyl (NVOC)-protected
amino acids were synthesized by using Pfp trifluoroacetate.
Simple purification step gave moderate to high yield. The first
loading time of each amino acid on glass surface was 30-60
min. The UV cleavage of the NVOC group was completed within 10 minutes.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
Synthesis of Functionalized p-Terphenyls Based on Site-Selective
Suzuki Cross-Coupling Reactions of Bis(triflates) of 2,5-DihydroxybenzoateEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218522AbstractThe palladium(0)-catalyzed Suzuki cross-coupling reaction of
the bis(triflates) of methyl 2,5-dihydroxybenzoate afforded -terphenyls. The reactions proceeded
with very good site selectivity. The first attack occurred at carbon
atom C-5.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
Insights into the Conversion
of Propargylic Tosylates into BromoallenesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218378AbstractAll aspects of the title reaction, essentially the only entry into
optically active 3-monosubstituted-1-bromoallenes up to now, have
been probed systematically for the first time. The new results show
that: (1) there is no need to purify CuBr or to exclude air or moisture,
(2) addition of Cu(II) led to even higher enantiopurity, and (3)
EtO is the best solvent. Much better selectivities were
obtained under the new conditions.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
A Chiral Bifunctional Sulfonamide
as an Organocatalyst: Alcoholysis of σ-Symmetric
Cyclic Dicarboxylic AnhydridesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218374AbstractEnantioselective alcoholysis of σ-symmetric cyclic dicarboxylic
anhydrides with benzyl alcohol catalyzed by a chiral bifunctional
sulfonamide was achieved in up to 98% ee at 5 mol% loading.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
A Novel Approach for the Synthesis
of N-ArylpyrrolesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218372AbstractTreatment of quinazolin-4(3)-one
bromides with acetylenic dipolarophiles in 1,2-epoxybutane medium
gave, in good yields, -arylpyrroles
instead of the corresponding pyrrolo[1,2-]quinazolines.
The structures of the pyrroles were deduced by NMR spectroscopy
and confirmed by X-ray crystal structure analysis. The H
NMR spectra of ethyl esters revealed hindered rotation about the
N-Ar bond.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
A One-Pot, Four-Component Synthesis
of N-Substituted 2,4-DiarylimidazolesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218381AbstractA one-pot, four-component synthesis of 1,2,4-trisubstituted 1-imidazoles is described. Heating a
mixture of a 2-bromoacetophenone, an aldehyde, a primary amine,
and ammonium acetate under solvent-free conditions affords functionalized
imidazoles in good to excellent yields.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 19, 2009 Category: Chemistry Tags: letter Source Type: journals
An Efficient Protocol for the
Oxidative Hydrolysis of Ketone SAMP Hydrazones Employing
SeO2 and H2O2 under Buffered (pH
7) ConditionsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218352AbstractAn effective oxidative protocol for the liberation of ketones
from SAMP hydrazones employing peroxyselenous acid under aqueous
buffered conditions (pH 7) has been developed. The procedure proceeds
without epimerization of adjacent stereocenters or dehydration,
in representative SAMP alkylation and aldol reaction adducts, respectively.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 17, 2009 Category: Chemistry Tags: letter Source Type: journals
Petasis ReagentEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218382© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 14, 2009 Category: Chemistry Tags: spotlight Source Type: journals
Silica-Supported Perchloric
Acid (HClO4-SiO2)Email this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218338© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 14, 2009 Category: Chemistry Tags: spotlight Source Type: journals
Organocatalytic Synthesis of
Terminal Propargylamine Derivatives by Tandem Amination-AlkynylationEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218354AbstractThe first organocatalytic synthesis of terminal propargylic amines
from aldehydes via tandem amination/Seyferth-Gilbert
alkynylation has been developed. The described protocol provides
the formal addition products of acetylene (HC≡CH) to aliphatic
imines, which are not easily obtained directly. [...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 14, 2009 Category: Chemistry Tags: letter Source Type: journals
Gold-Facilitated ‘6-Exo-dig’ Intramolecular
Cyclization of 2-[(2-Nitrophenyl)ethynyl]phenylacetic
Acids: General Access to 5H-Benzo[b]carbazole-6,11-dionesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218362AbstractThe preliminary results of a regiospecific synthesis of ()-1-(2-nitrobenzylidene)isochroman-3-ones
by gold(I)-catalyzed cycloisomerization of phenylethynylacetic acids
under mild conditions is described. These novel lactones proved
to be suitable starting materials for a new, general access to 5-benzo[]carbazole-6,11-diones.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 14, 2009 Category: Chemistry Tags: letter Source Type: journals
DABCO-Induced [2+2+2]-Cycloaddition
Reaction of Ethyl Propiolate and Aryl Aldehydes for the Synthesis
of 4-Aryl-4H-pyransEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218367AbstractThe first DABCO-induced [2+2+2]-cycloaddition
reaction of ethyl propiolate and aryl aldehydes is reported for
selectively constructing 4-aryl-4-pyrans
in moderate to good yields.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 14, 2009 Category: Chemistry Tags: letter Source Type: journals
Site-Selective Suzuki-Miyaura
Reactions of 2,3,5-TribromothiopheneEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218355AbstractThe first Suzuki-Miyaura reactions of 2,3,5-tribromothiophene
are reported. These reactions provide a convenient and site-selective
approach to 5-aryl-2,3-dibromothiophenes, 2,5-diaryl-3-bromothiophenes,
and 2,3,5-triarylthiophenes.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
An Acyl-Claisen Approach to
Tetrasubstituted Tetrahydrofuran Lignans: Synthesis of Fragransin
A2, Talaumidin and Lignan AnaloguesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218363AbstractA simple and stereocontrolled synthesis of racemic 2,3,4,5-tetrasubstituted
tetrahydrofurans was achieved from acyl-Claisen derived -disubstituted amides. [...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Efficient Stereoselective Glycosylations
of Alcohols by Sugar Perpivalates: The First Use of 1-O-Pivaloylated
Glycosyl DonorsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218361Abstract1--Pivaloyl glycosides were shown
to be efficient glycosyl donors by using the perpivaloylated derivatives
of lactose, galactose and glucose in the direct ZnCl-promoted
glycosylations of various alcohols. The corresponding glycosides
were isolated in good yields and β-selectivity.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
A Mild and Inexpensive Procedure
for the Synthesis of N,N′-Di-Boc-Protected GuanidinesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218365AbstractA novel and efficient synthetic procedure for converting a diverse
set of amines to ,′-di-Boc-protected
guanidines is described. The methodology comprises the use of cyanuric
chloride (TCT) as activating reagent for di-Boc-thiourea. The employ
of inexpensive TCT instead of classical HgCl eliminates
the environmental hazard of heavy-metal waste without appreciable
loss of yield or reactivity. This protocol provides an alternative
route for the guanylation of amines from those currently employed.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of content...
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
One-Pot, Three-Component Synthesis
of Chiral 4-Alkylidene-2-oxazolidinonesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218353AbstractA one-pot convenient access to chiral 2-oxazolidinones is described.
Diethylzinc-mediated asymmetric alkynylation of aldehydes with propiolates
in the presence of β-sulfonamide alcohol as the chiral
ligand, followed by treatment with isocyanates, yielded chiral 4-alkylidene-2-oxazolidinones.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Enantiopure Dicyclopropanes
from trans-CyclohexadienediolsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218360AbstractThe protecting-group-induced highly regio- and enantioselective
syntheses of dicyclopropanated building blocks starting from microbially
produced -2,3-dihydroxy-2,3-dihydrobenzoic
acid are described. Key to the success was a two-step cycloaddition-photolysis
sequence for the second cyclopropanation. The structure of the unexpected
inverse [3+2]-cycloaddition product of the
1,3-dipolar cycloaddition was verified.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Microwave Irradiation as an
Effective Means of Synthesizing Unsubstituted N-Linked 1,2,3-Triazoles
from Vinyl Acetate and AzidesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218366AbstractN-Linked 1,2,3-triazoles have been prepared by a reaction of
azides with vinyl acetate under microwave irradiation. Additionally,
a microwave-assisted, two-step, one-pot procedure from halides involving
azide substitution in diethyl ether, followed by reaction
with vinyl acetate, has effectively been employed. [...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Straightforward Synthesis of
2-Acetamido-2-deoxy-β-d-glucopyranosyl
Esters under Microwave ConditionsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218358AbstractA straightforward synthesis of 2-acetamido-2-deoxy-β--glucopyranosyl esters from unprotected
GlcNAc oxazoline has been achieved under catalyst-free, microwave
conditions.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Concise Total Asymmetric Synthesis
of (S)-2-Phenylpiperidin-3-oneEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218359AbstractStarting from readily available dihydropyridinones, we have developed
the first synthesis of ()-2-phenylpiperidin-3-one. While
the scaffold appears relatively common, even in its racemic form,
this original product can be considered as a potential precursor
of substance P antagonist.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Gold Catalysis in Glycosylation
ReactionsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218356AbstractGlycosylation of alcohols containing acid-sensitive groups, as
for example 1,2-5,6-di--isopropylidene-glucofuranose, Fmoc-threonine -butyl ester or farnesol, is achieved
using glycosyl trichloroacetimidates activated by gold(I)
chloride (5-10 mol%). While glycosylation with
2--acyl protected glycosyl donors proceeds
with 1,2--selectivity, non-neighboring
group active glycosyldonors give mixtures of anomeric glycosides
or α-glycosides depending upon their structure and the
reactivity of the glycosyl acceptor.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:T...
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Solid-Supported Synthesis of
Artificial PhospholipidsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218364AbstractA concise solid-supported synthesis of artificial phospholipids
was developed. Functionalized phospholipids were prepared by introduction
of a head group onto a solid-supported phospholipid framework in
good overall yield and purity.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Synthesis of Carbon E,E-Diene
Chain-Linked Dinucleotide AnaloguesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218357AbstractThe synthesis of a dinucleotide thymidine-thymidine linked
by a carbon ,-diene
chain is described. This dimer is synthesized by a coupling reaction
between an ()-vinylstannane and an ()-iodovinyl partner prepared from acetylenic
parents, which are both available from thymidine in six and five
steps, respectively. In addition, a new efficient access to 3′--formyl thymidine is presented.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Ring Expansion of 2-Alkenyl
Azetidines into Unsaturated AzocanesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218351AbstractEnantiomerically pure 2-alkenyl azetidines undergo a ring expansion
into -alkyl-1,2,3,6-azocines upon reaction
with activated alkynes (ethyl propiolate or ethynyl -tolyl sulfone). The scope of this ring
enlargement, which provides a new entry to functionalized eight-membered
ring nitrogen heterocycle, is discussed.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 12, 2009 Category: Chemistry Tags: letter Source Type: journals
Organocatalytic Stereoselective
Aziridination of Imines via Ammonium YlidesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218342AbstractTertiary amine catalyzed reaction of imines with phenacyl
bromide derivatives expeditiously affords functionalized aziridines
in high yields and stereoselectivities in a one-pot process. Advantageously,
the protocol precludes the preparation and isolation of ylides and
their precursors in a separate step as they are formed in situ.[...]© Georg Thieme Verlag
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Source: Synlett - November 6, 2009 Category: Chemistry Tags: letter Source Type: journals
Catalytic Amide-Directed Palladadesilylation-AlkenylationEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218339AbstractPalladium(II) complexes catalyse the amide-directed displacement
of an aryl-Si group and its replacement by an electrophilic
alkene at ambient temperature, analogous to an oxidative Heck reaction.
A palladacyclic intermediate is involved, and the reaction enables
substitution to occur specifically in the electron-poor ring of
benzanilides. The procedure described provides a formal link between
directed lithiation and the Heck reaction.[...]© Georg Thieme Verlag
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Source: Synlett - November 6, 2009 Category: Chemistry Tags: letter Source Type: journals
Concise Asymmetric
Total Synthesis of ent-Guadinomic Acid
from an Epoxy AlkenolEmail this article to a colleague.
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Synlett 2009; 2009: e4-e4DOI: 10.1055/s-0029-1218348© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 5, 2009 Category: Chemistry Tags: addenda and errata Source Type: journals
Studies on the Base-Catalysed
Addition of Amines to Alkynes and Allenes: [nl]A Novel Cascade
Sequence for the Construction of Spirocyclic AminalsEmail this article to a colleague.
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Synlett 2009; 2009: 3052-3052DOI: 10.1055/s-0029-1218337© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 5, 2009 Category: Chemistry Tags: addenda and errata Source Type: journals
Diastereoselective
Thia-Claisen Rearrangement of Pyrrolidinone-Derived [nl]Ketene N,S-AcetalsEmail this article to a colleague.
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Synlett 2009; 2009: 3052-3052DOI: 10.1055/s-0029-1218336© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - November 5, 2009 Category: Chemistry Tags: addenda and errata Source Type: journals
Synform issue 2009/08Email this article to a colleague.
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Synlett 2009; 2009: A68-A75DOI: 10.1055/s-0029-1218350© 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...
Source: Synlett - November 5, 2009 Category: Chemistry Tags: synform Source Type: journals
Total Synthesis of (+)-Cardiobutanolide
through a Carbohydrate-Based ApproachEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218344AbstractThe naturally occurring styryllactone (+)-cardiobutanolide
has been synthesized in a highly efficient manner using -glucono-δ-lactone, as a chiral
pool starting material. The synthesis involves the stereoselective
addition of Grignard reagent to a chiral aldehyde, zinc-mediated
reductive deoxygenation of 4-alkoxybut- 2-enoic acid moiety and
asymmetric dihydroxylation as the key steps. [...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
Regiospecific Syntheses of
3-Aza-α-carbolines via Inverse Electron-Demand Diels-Alder
Reactions of 2-Aminoindoles with 1,3,5-TriazinesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218345AbstractThe scope of 1,3,5-triazine inverse electron-demand Diels-Alder
(IDA) reactions was expanded to include 2-aminoindoles as productive
dienophiles leading to various 3-aza-α-carbolines in excellent
yields. Furthermore, the two ester groups of the IDA product were
differentiated via reduction of the C4-ester to its corresponding
alcohol. This new IDA reaction could be potentially applied to the
synthesis of various 3-aza-mescengrincin analogues that may possess
neuroprotective activities.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | ...
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
Synthesis and Ring Opening
of Alkaloid-Type Compounds with a Novel Indolo[2,3-c][2]benzazepine
SkeletonEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218340AbstractAlkylation of the magnesium salts of 2,3-disubstituted indoles
with 2-bromomethylbenzonitrile gave 3-(2-cyanobenzyl)-3-indole derivatives. Reduction of the
cyano group of -methyl 3-(2-cyanobenzyl)-3-indolium salts afforded previously
unreported indolo[2,3-][2]benzazepines,
while acid hydrolysis gave the corresponding indolo[2,3-][2]benzazepinones.
The action of strong protonic acids on indolo[2,3-][2]benzazepines
causes opening of the benzazepine ring annelated to the indole system
to form 3-indolium salts.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table o...
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
Palladium-Catalyzed Double
Cross-Coupling Reaction of vic-Diborylalkenes and
-arenes with vic-Bromo(bromomethyl)arenesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218341AbstractEfficient annulation of -diborylalkenes
and -arenes with -bromo(bromomethyl)arenes
has been achieved, using Pd(PPh) as a catalyst
in the presence of CsCO and water in THF at
60 ˚C, giving rise to the corresponding indene and fluorene
derivatives in good to high yields.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
Asymmetric Hydrogenation of
Heteroaromatic Ketones and Cyclic and Acyclic Enones Mediated by
Cu(I)-Chiral Diphosphine CatalystsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218347AbstractCopper(I)-catalyzed asymmetric hydrogenation of heteroaromatic
ketones, cyclic and acyclic enones is reported. The choice of the
chiral diphosphine ligand highly influenced enantioselectivity as
well as chemoselectivity. Highly enantioselective hydrogenation
of -substituted heteroaromatic ketones
was achieved using BDPP as the ligand. In the 1,2-selective hydrogenation
of acylic enone, SEGPHOS gave higher enantioselectivity than BDPP.
On the other hand, the bulky ligand DTBM-SEGPHOS had a 1,4-selective
nature, leading to the first highly 1,4-selective and enantioselective
hydrogena...
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
The Use of Calcium Carbide
in the Synthesis of 1-Monosubstituted Aryl 1,2,3-Triazole
via Click ChemistryEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218346AbstractThe synthesis of 1-monosubstituted aryl 1,2,3-triazoles was achieved
using calcium carbide as a source of acetylene. The copper-catalyzed
1,3-dipolar cycloaddition reactions were carried out without nitrogen
protection and in a MeCN-HO mixture. The yields
ranged from moderate to excellent. The reaction conditions were
found to be successful for aryl azide reactants, including analogues
with various functionalities.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
Synthesis of O-Ethyl
Thioformate: A Useful Reagent for the Thioformylation of AminesEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218343Abstract-Ethyl thioformate has been synthesized
from triethylorthoformate and hydrogen sulfide gas using
a Brønstead acid catalyst. The product can be isolated
as a neat liquid in 83% overall yield. Both the crude and
purified thiolate can be used to thioformylate a variety of amines
in good to excellent yields.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - November 4, 2009 Category: Chemistry Tags: letter Source Type: journals
CsOH×H2O
in Organic SynthesisEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218292© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - October 24, 2009 Category: Chemistry Tags: spotlight Source Type: journals
4-Nitrophenyl Chloroformate: A
Versatile Coupling ReagentEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218291© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | FREE: Full text (Source: Synlett)
Source: Synlett - October 24, 2009 Category: Chemistry Tags: spotlight Source Type: journals
Functionalization of Highly
Oxygenated Xanthones: Unexpected Stereochemistry and RearrangementsEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218309AbstractXanthenones were oxidized and explored in terms of stability.
Revision and confirmation of stereochemical outcomes have been made.
Wagner-Meerwein-type rearrangement of an epoxyketone
furnished a structurally unusual and stable bicyclic ketohydrate.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - October 24, 2009 Category: Chemistry Tags: letter Source Type: journals
Rhodium-Catalyzed Cross-Coupling
of Arylboronic Acids Using Vinyl Acetate as the Electrophilic
PartnerEmail this article to a colleague.
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SynlettDOI: 10.1055/s-0029-1218283AbstractThe first Suzuki-type cross-coupling between arylboronic acids
and vinyl acetate is disclosed. The acetoxy moiety as the leaving
group is realized in the coupling process. Rhodium complexes were
found to be highly effective for promoting this transformation.
In contrast, the present well-known nickel and palladium complexes
were inferior for this catalysis when vinyl acetate was used as
the electrophilic partner.[...]© Georg Thieme Verlag
Stuttgart ˙ New YorkGet connected:Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - October 24, 2009 Category: Chemistry Tags: letter Source Type: journals
