Tetrahedron: Asymmetry

Enantiocomplementary preparation of (S)-and (R)-1-pyridylalkanols via ketone reduction and alkane hydroxylation using whole cells of Pseudomonas putida UV4

MD Garrett, R Scott, GN Sheldrake

Index: Garrett, Mark D.; Scott, Robin; Sheldrake, Gary N. Tetrahedron Asymmetry, 2002 , vol. 13, # 20 p. 2201 - 2204

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Citation Number: 24

Abstract

A previously unreported alcohol dehydrogenase enzyme in the mutant soil bacterium Pseudomonas putida UV4 catalyses the reduction of 2-, 3-and 4-acylpyridines to afford the corresponding (S)-1-pyridyl alkanols, with moderate to high ee, whilst under the same conditions 2, 6-diacetylpyridine is readily converted to the corresponding enantiopure C2- symmetric (S, S)-diol in one step. In contrast, the toluene dioxygenase enzyme in the ...