Studies on Synthetic Pyrethroid

Part XI. Another Evidence for the trans-Configuration of αδ-Dimethylsorbic Acid

Abstract

Methyl αδ-dimethylsorbate, when submitted to the selective oxidation sequence by the actions of perbenzoic acid, mineral acid, lead tetraacetate and peracetic acid in this order, finally gives β-monomethyl mesaconate, which is converted after hydrolysis to mesaconic acid of the well-defined trans-configuration. The reaction sequence involves no process likely to invert the configuration, and thus another cogent chemical evidence for the trans-configuration of αδ-dimethylsorbic acid is obtained in agreement with the physico-chemical conclusion, previously reported.