Tetrahedron: Asymmetry

A novel generation of optically active ethyl 4-chloro-3-hydroxybutyrate as a C4 chiral building unit using microbial dechlorination

T Suzuki, H Idogaki, N Kasai

Index: Suzuki, Toshio; Idogaki, Hideaki; Kasai, Naoya Tetrahedron Asymmetry, 1996 , vol. 7, # 11 p. 3109 - 3112

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Citation Number: 21

Abstract

A novel procedure for the generation of optically active ethyl 4-chloro-3-hydroxybutyrate using bacterial cells was developed. Ethyl (S)-4-chloro-3-hydroxybutyrate was prepared by Pseudomonas sp. OS-K-29, which stereoselectively assimilates 2, 3-dichloro-1-propanol. The reaction was based on its kinetic dehalogenation for both enantiomers using the resting cells. The obtained 4-chloro-3-hydroxybutyrate had high enantiomeric excess of> 98% ...