Tetrahedron: Asymmetry

Enzymatic kinetic resolution of pantolactone: relevance to chiral auxiliary chemistry

L Haughton, JMJ Williams, JA Zimmermann

Index: Haughton, Louise; Williams, Jonathan M. J.; Zimmermann, Jochen A. Tetrahedron Asymmetry, 2000 , vol. 11, # 8 p. 1697 - 1701

Full Text: HTML

Citation Number: 20

Abstract

Enantiomerically pure pantolactone has been employed as a chiral auxiliary for acrylate in the highly diastereoselective Diels–Alder reaction with cyclopentadiene. 3 A brief report of the enzymatic resolution of pantolactone has been published. 4 Herein, we report our results on the resolution of pantolactone by enzyme-catalysed acylation, and the application of this methodology to the direct preparation of the acrylate derivative. ... Since the acrylate derivative (S)-3 can be ...