Tetrahedron: Asymmetry

Lipase-catalyzed resolution of p-menthan-3-ols monoterpenes: preparation of the enantiomer-enriched forms of menthol, isopulegol, trans-and cis-piperitol, and cis- …

S Serra, E Brenna, C Fuganti, F Maggioni

Index: Serra, Stefano; Brenna, Elisabetta; Fuganti, Claudio; Maggioni, Francesco Tetrahedron Asymmetry, 2003 , vol. 14, # 21 p. 3313 - 3319

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Citation Number: 46

Abstract

A study on the enzymic resolution of the most common p-menthan-3-ol monoterpene isomers is described. Enantioenriched alcohols 1, 5, 10, 11 and 12 are obtained by means of the lipase-mediated kinetic acetylation of the corresponding racemic materials. The stereochemical aspects of the enzymic process have been investigated. We found that the structural features of the starting p-menthan-3-ol as well as the kind of lipase used, ...