Tetrahedron: Asymmetry

Resolution of N-protected cis-and trans-3-aminocyclohexanols via lipase-catalyzed enantioselective acylation in organic media

LM Levy, G de Gonzalo, V Gotor

Index: Levy, Laura M.; De Gonzalo, Gonzalo; Gotor, Vicente Tetrahedron Asymmetry, 2004 , vol. 15, # 13 p. 2051 - 2056

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Citation Number: 17

Abstract

The enzymatic acylation of N-protected cis-and trans-1, 3-aminocyclohexanols using lipases in organic solvents is described. By modifying certain reaction parameters such as the solvent, the lipase and the N-protecting group, it is possible to achieve high enantioselectivities and to obtain enantiomerically pure 3-aminocyclohexanols. The influence of the N-protecting group and the conformation of the substrate on the reaction ...