Tetrahedron: Asymmetry

Chemoenzymatic synthesis of enantiomerically enriched α-chiral 3-oxy-propionaldehydes by lipase-catalyzed kinetic resolution and desymmetrization

D Wiktelius, EK Larsson, K Luthman

Index: Wiktelius, Daniel; Larsson, Emma K.; Luthman, Kristina Tetrahedron Asymmetry, 2006 , vol. 17, # 14 p. 2088 - 2100

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Citation Number: 5

Abstract

Enantiomerically enriched phenylalanine-and leucine aldehyde analogues have been prepared by lipase catalyzed desymmetrization or kinetic resolution of 1, 3-propanediol derivatives as key steps. Observations of unusual enantioselectivity were made, and most notably, Candida antarctica lipase B showed an opposite enantiopreference from other lipases, which was exploited in the synthesis. A thorough evaluation of chemoenzymatic ...