Enantioselective microbial reduction of substituted acetophenones

…, MJ Donovan, V Nanduri, S Goldberg, R Johnston…

Index: Patel, Ramesh N.; Goswami, Animesh; Chu, Linda; Donovan, Mary Jo; Nanduri, Venkata; Goldberg, Steven; Johnston, Robert; Siva, Prasad J.; Nielsen, Brent; Fan, Junying; He, WeiXuan; Shi, Zhongping; Wang, Kwok Y.; Eiring, Ronald; Cazzulino, Dana; Singh, Ambarish; Mueller, Richard Tetrahedron Asymmetry, 2004 , vol. 15, # 8 p. 1247 - 1258

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Citation Number: 59

Abstract

The chiral intermediate (S)-1-(2′-bromo-4′-fluoro phenyl) ethanol 2 was prepared by the enantioselective microbial reduction of 2-bromo-4-fluoro acetophenone 1. Organisms from genus Candida, Hansenula, Pichia, Rhodotorula, Saccharomyces, Sphingomonas and Baker's yeast reduced 1 to 2 in> 90% yield and 99% enantiomeric excess (ee). In an alternative approach, the enantioselective microbial reductions of methyl, ethyl, and tert- ...