Enhancement of the Enantioselectivity in Lipase-Catalyzed Kinetic Resolutions of 3-Phenyl-2 H-azirine-2-methanol by Lowering the Temperature to-40° C

T Sakai, I Kawabata, T Kishimoto, T Ema…

Index: Sakai; Kawabata; Kishimoto; Ema; Utaka Journal of Organic Chemistry, 1997 , vol. 62, # 15 p. 4906 - 4907

Full Text: HTML

Citation Number: 119

Abstract

We report here an efficient preparation of (S)-(+)-phenyl-2H-azirine-2-methanol ((S)-(+)-1) and its acetate ((R)-(-)-2) by a lipase-catalyzed kinetic resolution carried out preferentially at- 40 C in ether under unusual conditions for enzyme. We disclosed that a lipase from Pseudomonas cepacia (lipase PS) exerts its function at such a very low temperature to markedly enhance the enantioselectivity. In an enzymatic reaction, the enantioselectivity ...