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A rule to predict which enantiomer of a secondary alcohol reacts faster in reactions catalyzed by cholesterol esterase, lipase from Pseudomonas cepacia, and lipase from Candida rugosa

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This article is published in Journal of Organic Chemistry.The article was published on 1991-04-01. It has received 870 citations till now. The article focuses on the topics: Lipase & Candida rugosa.

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Application of Lecitase® Ultra-Catalyzed Hydrolysis to the Kinetic Resolution of (E)-4-phenylbut-3-en-2-yl Esters

TL;DR: In this paper, the possibility of using Lecitase® Ultra as a novel alternative biocatalyst for the kinetic resolution of model racemic allyl esters of (E)-4-phenylbut-3-en-3ol: Acetate (4a) and propionate(4b) through their enantioselective hydrolysis was investigated.
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Synthesis of Both Enantiomers of Conduritol C Tetraacetate and of meso-Conduritol D Tetraacetate by Oxidation of Benzoquinone Bis(ethylene acetal)

TL;DR: In this article, the enantiomerically pure triacetates were converted into both enantiomers of conduritol C tetraacetate 13 as described for the racemic compounds.
Journal ArticleDOI

Transition-state model for subtilisin-catalyzed transesterifications of secondary alcohols

TL;DR: In this paper, a transition-state model capable of explaining the S -preference of subtilisin toward secondary alcohols has been proposed to explain the chiral discrimination in the transition state.
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Lipase-catalyzed resolution and desymmetrization of 2-hydroxymethylaziridines

TL;DR: In this paper, the Amano PS lipase-catalyzed acetylation of 2-hydroxymethylaziridines 1a-e has been investigated in order to evaluate the effect of ring substituents on the enantioselectivity of the reaction and to assess the stereochemical preference of the enzyme.
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Asymmetric hydrolyses of 1,2‐ and 1,3‐diacetoxycyclohexanes with the cultured suspension cells of Marchantia polymorpha

TL;DR: Findings indicate that cultured cells of Marchantia polymorpha hydrolyze the acetoxyl groups enantioselectively at the stereogenic center of R-configuration.
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