Synthesis of Chloromethylvinylcyclopropanecarboxylic Acid Derivatives

Abstract

The compound 3-(2-chloro-I-propenyl)-2,2-dimethylcyc1opropanecarboxylate, which is a hybrid structure of naturally occurring chrysanthemic acid and dichlorovinylcyc1opropanecarboxylate, was synthesized from several intermediates: (i) 5-methyl-4-hexen-2-one ethylene ketal (8), (ii) 2-methyl-5,5-dichloro-2-hexene (24), (iii) 5-methyl-2-chloro-2,4-hexadiene (27), (iv) ethyl 4;6-dichloro-3,3-dimethyl-5-heptenoate (35).