Journal ArticleDOI
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
Romas J. Kazlauskas,Romas J. Kazlauskas,Alexandra N. E. Weissfloch,Aviva Rappaport,Louis A. Cuccia +4 more
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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.read more
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Kinetic Resolution of 2‐Chloro‐1‐(3,4‐dichlorophenyl)ethanol by Lipase‐Catalyzed Transesterification
TL;DR: In this paper, the authors used free Alcaligene sp. lipase-catalyzed irreversible transesterification for racemic 2-chloro-1-(3,4-dichlorophenyl)ethanol.
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Lipase TL®-mediated kinetic resolution of glycerol analogues: Efficient convergent route to both enantiomeric glycerol units
Yutaka Aoyagi,Shoko Nomura,Karen Horiba,Rina Shikano,Yumi Omura,Hiroko Omiya,Sanae Fukuzawa,Reiko Yano,Robert M. Williams,Koichi Takeya,Yukio Hitotsuyanagi +10 more
TL;DR: In the presence of pyridine, at −5°C, lipase TL®-mediated kinetic resolution of (±)-1-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)propan-2-ol was found to proceed efficiently to give the corresponding (S)-alcohol and (R)-acetate, each with high enantiomeric excess and in quantitative yield.
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Chemoenzymatic Synthesis of Optically Active Alcohols Possessing 1,2,3,4-Tetrahydroquinoline Moiety Employing Lipases or Variants of the Acyltransferase from Mycobacterium smegmatis
TL;DR: In this article , a set of enantiomerically enriched 1,2,3,4-tetrahydroquinoline-propan-2-ols was successfully carried out in neat organic solvents or in water (in the case of MsAcT single variants) using immobilized lipases from Candida antarctica type B (CAL-B) and Burkholderia cepacia (BCL) or engineered acyltransferase variants from Mycobacterium smegmatis (MsAcT) as the biocatalysts and vinyl acetate as irreversible acyl donor.
Longe-distance Controle in Stereoselective Reduction of 3-[3-(4"-Bromo[1,1"-biphenyl]-4-yl)-3-keto-1-phenylpropyl]-4-hydroxy-2H-1-benzopyran-2-one - Relative Configuration of Prevailing Diastereomer and Absolute Configuration of its Enantiomers
Amir Avdagić,Livius Cotarca,Zdenko Hameršak,Miklós Hollósi,Edina Ljubović,Andreja Šuste,Vitomir Šunjić +6 more
TL;DR: In this article, the diastereomeric racemates 4A and 4B are separated and their respective syn and anti configurations are assigned on the bases of mechanic considerations, supported by the 1H-NMR spectra and conformational analysis based on MM2 calculations.