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

Gercek Z., Karakaya D., Demir A.

TETRAHEDRON-ASYMMETRY, vol.16, no.10, pp.1743-1746, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 10
  • Publication Date: 2005
  • Doi Number: 10.1016/j.tetasy.2005.04.007
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1743-1746
  • Middle East Technical University Affiliated: Yes

Abstract

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 1, in which the lipases from Pseudomonas cepacia, Candida antarctica and Candida cylindracea displayed high enantioselectivity towards 1. (C) 2005 Elsevier Ltd. All rights reserved.