Asymmetric syntheses of chiral propane-1,3-diols starting from malonic acid
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 897-903
- https://doi.org/10.1039/p19890000897
Abstract
Syntheses of chiral intermediates having one tertiary asymmetric centre were carried out via chiral half-esters of monoalkylmalonic acids. The menthyl half-ester of ethylmalonic acid afforded a single diastereoisomer through crystallisation-induced asymmetric transformation (second-order asymmetric transformation). Furthermore enantioselective preparation of unsymmetrical propane-1,3-diol derivatives was achieved by the use of 8-phenylmenthyl half-esters.This publication has 1 reference indexed in Scilit:
- Synthetic studies on (2R,4'R,8'R)-.alpha.-tocopherol. An approach utilizing side chain synthons of microbiological originThe Journal of Organic Chemistry, 1976