OPTICAL INTERCONVERSION OF ENANTIOMERIC SECONDARY ALCOHOLS USING 2-FLUOROBENZOTHIAZOLIUM SALT

5 September 1976

journal article
research article
Published by Oxford University Press (OUP) in Chemistry Letters

Vol. 5 (9) , 893-896
https://doi.org/10.1246/cl.1976.893

Abstract

A convenient method for optical interconversion of enantiomeric secondary alcohols was established according to the following procedures: treatment of optically active 2-alkyloxybenzothiazolium salt , formed in situ from 2-fluoro salt I and optically active secondary alcohols, with trichloroacetic acid to give the corresponding esters with inversion of configuration, and facile hydrolysis of the esters to alcohols with retention.

Keywords

SALT
INTERCONVERSION
ENANTIOMERIC SECONDARY
SECONDARY ALCOHOLS
TREATMENT
ESTERS
OPTICALLY

This publication has 1 reference indexed in Scilit:

Preparation of Carboxylic Esters and Phosphoric Esters by the Activation of Alcohols
Bulletin of the Chemical Society of Japan, 1971