Tetrahedron

Yeast-mediated synthesis of optically active diols with C 2-symmetry and (R)-4-pentanolide

H Ikeda, E Sato, T Sugai, H Ohta

Index: Ikeda; Sato; Sugai; Ohta Tetrahedron, 1996 , vol. 52, # 24 p. 8113 - 8122

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Citation Number: 45

Abstract

Reduction of some diketones and a ketoacid with yeast, Pichia farinosa IAM 4682 was examined. The reduction of carbonyl groups proceeded highly selectively with an anti- Prelog fashion to give (R)-alcohols.(2R, 5R)-2, 5-Hexanediol (83% yd.,> 99% ee, 95% de),(2R, 4R)-2, 4-pentanediol (94% yd.,> 99% ee, 98% de), and (R)-4-pentanolide (67% yd.,> 99% ee) were highly efficiently obtained from the corresponding ketones. Effect of ...

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