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
Published in:Tetrahedron: Asymmetry
Main Authors: Gercek, Z, Karakaya, D, Demir, Ayhan Sıtkı
Format: Article in Journal/Newspaper
Language:unknown
Published: Elsevier BV 2005
Subjects:
Physical and Theoretical Chemistry
Inorganic Chemistry
Organic Chemistry
Catalysis
Antarc*
Antarctica
Online Access:https://hdl.handle.net/11511/52007
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.

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