Tetrahedron: Asymmetry

A chemoenzymatic preparation of both enantiomers of ω-hydroxymethyl-substituted lactones

D Buisson, R Azerad

Index: Buisson, Didier; Azerad, Robert Tetrahedron Asymmetry, 1996 , vol. 7, # 1 p. 9 - 12

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Citation Number: 22

Abstract

(R)-and (S)-δ-hydroxymethyl valerolactone and ε-hydroxymethyl caprolactone were prepared as tert-butyldiphenylsilyl derivatives, in good yields and high enantiomeric purities, in a 5 step sequence, starting from the microbial stereospecific reduction of ethyl 2- oxocyclopentane or 2-oxocyclohexane carboxylates respectively.