Chemoenzymatic syntheses of (R)-2-bromo-,(R) 2-chloro-and (R) 2-azido-1-(1, 3-benzodioxol-5-yl)-1-ethanol

H Antunes, LC Fardelone, JAR Rodrigues…

Index: Antunes, Heidi; Fardelone, Lucidio C.; Rodrigues, J. Augusto R.; Moran, Paulo J.S. Tetrahedron Asymmetry, 2004 , vol. 15, # 17 p. 2615 - 2620

Full Text: HTML

Citation Number: 18

Abstract

Enantioselective reductions of 2-X-1-(1, 3-benzodioxol-5-yl)-1-ethanones,(X= Cl, Br, N3) by Rhodothorula glutinis CCT 2182 afforded the corresponding (R)-ethanols in good to excellent yields (57–99%) and excellent enantiomeric excesses (> 99%). These alcohols may be used as raw materials for the preparation of the pharmaceuticals (R)-(−)- epinephrine,(R)-(−)-norepinephrine and (R)-(−)-isoproterenol.