Tetrahedron: Asymmetry

One-pot synthesis and resolution of chiral allylic alcohols

A Kamal, M Sandbhor, AA Shaik, V Sravanthi

Index: Kamal, Ahmed; Sandbhor, Mahendra; Shaik, Ahmad Ali; Sravanthi Tetrahedron Asymmetry, 2003 , vol. 14, # 18 p. 2839 - 2844

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Citation Number: 25

Abstract

Substituted α, β-unsaturated ketones were selectively reduced to the corresponding allylic alcohols under mild reaction conditions. The allylic alcohols thus obtained were kinetically resolved by lipase catalyzed transesterification in the same pot to afford chiral allylic alcohols in excellent enantioselectivity. Various lipases were screened for this one-pot transesterification of allylic alcohols. Effects of different solvent have also been studied ...