Tetrahedron

An efficient and general method for resolving cyclopropene carboxylic acids

L Liao, F Zhang, N Yan, JA Golen, JM Fox

Index: Liao, Lian-An; Zhang, Fan; Yan, Ni; Golen, James A.; Fox, Joseph M. Tetrahedron, 2004 , vol. 60, # 8 p. 1803 - 1816

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Citation Number: 69

Abstract

A general method is described for the resolution of cycloprop-2-ene carboxylic acids via diastereomeric N-acyloxazolidines prepared from enantiomerically pure oxazolidinones. Although a number of oxazolidinones were shown to resolve cyclopropene carboxylic acids, the oxazolidinones of S-phenylalaninol, S-phenylglycine and (1S, 2R)-cis-1-amino-2- indanol are optimal in terms of resolving power and cost effectiveness. Separations were ...