Chemoenzymatic synthesis of both enantiomers of 2-chloro-1-(2-furyl)ethanol

Enzyme catalyzed transesterification of rac-2-chloro-1-(2-furyl)ethanol rac-1 using vinyl acetate afforded the enantiomers of 2-chloro-1-(2-furyl) ethanol 1 and 2-chloro-1-(2-furyl)ethyl acetate 2 in high enantiomeric excess. Several lipases were used for the kinetic resolution of racemic 2-chloro-1...

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Bibliographic Details
Main Authors: Gercek Z., Karakaya D., Demir A.S.
Other Authors: Zonguldak Bülent Ecevit Üniversitesi
Format: Article in Journal/Newspaper
Language:English
Published: 2005
Subjects:
Online Access:https://hdl.handle.net/20.500.12628/4651
https://doi.org/10.1016/j.tetasy.2005.04.007
Description
Summary:Enzyme catalyzed transesterification of rac-2-chloro-1-(2-furyl)ethanol rac-1 using vinyl acetate afforded the enantiomers of 2-chloro-1-(2-furyl) ethanol 1 and 2-chloro-1-(2-furyl)ethyl acetate 2 in high enantiomeric excess. Several lipases were used for the kinetic resolution of racemic 2-chloro-1-(2-furyl)ethanol l, in which the lipases from Pseudomonas cepacia, Candida antarctica and Candida cylindracea displayed high enantioselectivity towards 1. © 2005 Elsevier Ltd. All rights reserved. Türkiye Bilimler Akademisi National Council for Scientific Research Financial support from the Scientific and Technical Research Council of Turkey (TUBITAK), the Turkish Academy of Sciences (TÜBA), the Turkish State Planning Organization (for LC–MS and HPLC), the Middle East Technical University (DOSAP) and Zonguldak Karaelmas University is gratefully acknowledged.