Tetrahedron: Asymmetry

Chemo-biological preparation of the chiral building block (R)-4-acetoxy-2-methyl-1-butanol using Pseudomonas putida

Y Kim, H Watanabe, BK Kim, YB Seu

Index: Kim, Youngju; Watanabe, Hidenori; Kim, Bieong-Kil; Seu, Young-Bae Tetrahedron Asymmetry, 2011 , vol. 22, # 16-17 p. 1658 - 1661

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Citation Number: 1

Abstract

In order to develop new methyl substituted chiral building blocks which are useful for the synthesis of methyl branched natural products, the enantioselective bioreduction of an exo- methylene to a methyl group was investigated. 4-Acetoxy-2-methylene-1-butanol 3 was prepared from itaconic acid over four steps and converted to the chiral alcohol (R)-4-acetoxy- 2-methyl-1-butanol 4, by growing cells of Pseudomonas putida. The bioconversion ...