Tetrahedron: Asymmetry

Chemoenzymatic synthesis of optically active heterocyclic homoallylic and homopropargylic alcohols

S Singh, S Kumar, SS Chimni

Index: Singh, Satwinder; Kumar, Subodh; Chimni, Swapandeep Singh Tetrahedron Asymmetry, 2002 , vol. 13, # 24 p. 2679 - 2687

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Citation Number: 27

Abstract

A chemoenzymatic methodology has been developed using indium-mediated allylation of heterocyclic aldehydes under aqueous conditions followed by Pseudomonas cepacia lipase- catalyzed enantioselective acylation of racemic homoallylic and homopropargylic alcohols in organic media. It is observed that the lipase immobilized on ceramic particles (PS-C Amano II) catalyzes the resolution in a highly enantioselective manner in less time as ...