Journal ArticleDOI
.alpha.-Methoxy-.alpha.-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enantiomeric composition of alcohols and amines
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This article is published in Journal of Organic Chemistry.The article was published on 1969-09-01. It has received 2312 citations till now. The article focuses on the topics: Reagent.read more
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Asymmetric total synthesis of the individual diastereoisomers of hypoglycin a
TL;DR: The individual diastereoisomers that constitute the unusual methylenecyclopropane containing α-amino acid hypoglycin A have been synthesised using the Sharpless epoxidation to permit an asymmetric methylene ecyclopsropane synthesis.
Journal ArticleDOI
Expedient Access to the Okadaic Acid Architecture: A Novel Synthesis of the C1−C27 Domain
TL;DR: Improvements in the formation of versatile okadaic acid intermediates, as well as a reordering of fragment couplings are demonstrated, to promote the late stage incorporation of nonnatural lipophilic extensions from the C27 terminus.
Journal ArticleDOI
Desmethyl Macrolides: Synthesis and Evaluation of 4,10-Didesmethyl Telithromycin
Bharat Wagh,Tapas Paul,Charles DeBrosse,Dorota Klepacki,Meagan C. Small,Alexander D. MacKerell,Rodrigo B. Andrade +6 more
TL;DR: In MIC assays, CET analogue 7 was found to be equipotent with TEL (2) against a wild-type E. coli strain, more potent than previously disclosed desmethyl TEL congeners 3, 4, and 5, but fourfold less potent than TEL against a mutantE.
Journal ArticleDOI
Enantioselective syntheses of (+)- and (–)-conduritol C from benzene via microbial oxidation and enzymatic asymmetrization
TL;DR: The title compounds have been prepared by a route involving the elaboration of meso-cyclohexa-3,5-diene-1,2-diol 4 and asymmetrization of the latter by use of a lipase in organic media to the enantiometrically pure monoacetate.
Journal ArticleDOI
Synthesis of chiral building blocks for organic synthesis via lipase-catalyzed reaction: New method of enhancing enzymatic reaction enantioselectivity
TL;DR: In this paper, the applicability of lipase-catalyzed reactions for organic synthesis is discussed and a method to enhance the enantioselectivity of a lipase catalyzed reaction is demonstrated.
Related Papers (5)
Nuclear magnetic resonance enantiomer regents. Configurational correlations via nuclear magnetic resonance chemical shifts of diastereomeric mandelate, O-methylmandelate, and .alpha.-methoxy-.alpha.-trifluoromethylphenylacetate (MTPA) esters
James A. Dale,Harry S. Mosher +1 more