D. Crout, Véronique S. B. Gaudet, K. O. Hallinan
1993
Citations
0
Influential Citations
6
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
Chemical and enzymatic procedures have been investigated for the resolution of esters of trans-epoxysuccinic acid (trans- oxirane-2,3-dicarboxylic acid). A successful resolution was achieved by transesterification of the diethyl ester against heptanol catalysed by the lipase from Rhizopus javanicus. Asymmetrization of cis-epoxysuccinic acid was achieved by enantioselective and regiospecific hydrolysis of the racemic diethyl ester of 2-(toluene-p-sulfonyloxy)tartaric acid [(2RS,3RS)-2hydroxy-3-(4-methylphenyl)sulfonyloxybutanoic acid], followed by esterification with 2-methylpropanol and oxirane formation.