Preparation of chiral allylic alcohols using Rhizopus nigricans. Use of the Harada-Nakanishi exciton chirality method for verifying configurational assignments of allylic …

…, M Kasai, H Ziffer, JV Sllverton

Index: Ito, Satoru; Kasai, Masaji; Ziffer, Herman; Silverton, J.V. Canadian Journal of Chemistry, 1987 , vol. 65, p. 574 - 582

Full Text: HTML

Citation Number: 33

Abstract

A series of (R) acyclic and cyclic allylic alcohols was prepared by enantioselective hydrolysis of acetates using Rhizopus nigricans. The configurations of the alcohols formed were established by chemical methods and, in the case of 1, 2-benzocyclohepta-1, 3-dien-5- yl camphanate, by X-ray crystallography. In conjunction with the Harada-Nakanishi rule, the chiroptical properties of the p-bromobenzoate esters were used to verify configurations ...