Tetrahedron: Asymmetry

The enantiomer ratio strongly depends on the alkyl part of the acyl donor in transesterification with lipase B from Candida antarctica

BH Hoff, HW Anthonsen, T Anthonsen

Index: Hoff, Bard H.; Anthonsen, Henrik W.; Anthonsen, Thorleif Tetrahedron Asymmetry, 1996 , vol. 7, # 11 p. 3187 - 3192

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Citation Number: 32

Abstract

Three secondary alcohols, 1-phenoxy-, 1-phenylmethoxy-and 1-(2-phenylethoxy)-2- propanol, have been resolved by transesterification with the acyl donors 2-chloroethyl butanoate, 2, 2, 2-trichloroethyl butanoate, vinyl butanoate and butanoic anhydride using lipase B from Candida antarctica as catalyst in hexane. The enantiomer ratio E, which was calculated on the basis of a ping-pong bi-bi mechanism, was highest when 2-chloroethyl ...