Tetrahedron: Asymmetry

Highly enantioselective kinetic resolution of primary alcohols of the type Ph-X-CH (CH 3)-CH 2 OH by Pseudomonas cepacia lipase: effect of acyl chain length and …

A Mezzetti, C Keith, RJ Kazlauskas

Index: Mezzetti, Alessandra; Keith, Curtis; Kazlauskas, Romas J. Tetrahedron Asymmetry, 2003 , vol. 14, # 24 p. 3917 - 3924

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Citation Number: 39

Abstract

Although lipase from Pseudomonas cepacia (PCL) shows high enantioselectivity towards many secondary alcohols, it usually exhibits only low to moderate enantioselectivity towards primary alcohols. To increase this enantioselectivity, we optimised the reaction conditions for the PCL-catalysed hydrolysis of esters of three chiral primary alcohols: 2-methyl-3-phenyl-1- propanol 1, 2-phenoxy-1-propanol 2 and solketal 3. The enantioselectivity towards 1- ...