Tetrahedron: Asymmetry

Microbial deracemisation of N-(1-hydroxy-1-phenylethyl) benzamide

GJ Cardus, AJ Carnell, H Trauthwein, T Riermeir

Index: Cardus, Gareth J.; Carnell, Andrew J.; Trauthwein, Harald; Riermeir, Thomas Tetrahedron Asymmetry, 2004 ,  vol. 15,  # 2  p. 239 - 243

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Citation Number: 20

Abstract

Microbial deracemisation of racemic N-(1-hydroxy-1-phenylethyl) benzamide to give the (R)- enantiomer is described using whole cells of Cunninghamella echinulata NRRL 1384. The deracemisation involves fast highly (S)-selective oxidation followed by slower partially (S)- selective reduction of the intermediate ketone. The yield and ee of (R)-N-(1-hydroxy-1- phenylethyl) benzamide were optimised (82%, 98% ee) by removal of a competing ...