Asymmetric synthesis of chiral vinylic epoxides and α-hydroxy-β,γ-unsaturated esters via (-)-menthol based auxiliary and enzymatic resolution respectively 1

Abstract

Using (-)-menthol as an auxiliary, three chiral vinylic epoxides have been synthesised from the corresponding glycidic esters via α-hydroxy-β,γ-unsaturated esters.Enzymatic resolution of α-acetoxy-β,γ-unsaturated esters using PLAP leads to optically active α-hydroxy-β,γ-unsaturated esters. Copyright © 1996 Elsevier Science Ltd.