Tetrahedron: Asymmetry

Application of a one-pot lipase resolution strategy for the synthesis of chiral γ-and δ-lactones

A Kamal, M Sandbhor, AA Shaik

Index: Kamal, Ahmed; Sandbhor, Mahendra; Shaik, Ahmad Ali Tetrahedron Asymmetry, 2003 , vol. 14, # 11 p. 1575 - 1580

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Citation Number: 39

Abstract

A successful one-pot reduction of γ-ketoesters, δ-ketoesters and lactones to the corresponding 1, 4-and 1, 5-diols followed by a lipase catalyzed kinetic resolution coupled with hydrolysis to afford optically active diols is described. The synthetic utility of this one-pot method was illustrated by the oxidation of these chiral diols to respective chiral γ- butyrolactone and δ-lactones. Lipase from Pseudomonas cepacia, immobilized on ...

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