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Microbial Deracemization of 1-Aryl and 1-Heteroaryl Secondary Alcohols

Graham R. Allan and Andrew J. Carnell

*Department of Chemistry, Robert Robinson Laboratories, University of Liverpool, Liverpool L69 7ZD, Email: A.J.Carnellliverpool.ac.uk

G. R. Allan, A. J. Carnell, J. Org. Chem., 2001, 66, 6495-6497.

DOI: 10.1021/jo015770n


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Abstract

Sphingomonas paucimobilis NCIMB 8195 catalyzes an efficient deracemization of a wide range of secondary alcohols leading to up to 90% yield of the (R)-alcohol. The corresponding ketones were formed at various levels during each of the biotransformations, indicating that stereoinversion of the (S)-alcohol proceeds by sequential oxidation and reduction.

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Key Words

Alcohols, Alcohol Dehydrogenase


ID: J42-Y2001