A short new synthesis of ethyl trans-chrysanthemate

Abstract

The discovery of synthetic pyrethroids with increased insecticidal activity and low mammalian toxicity led to abundance of new synthetic results in the chemistry of pyrethroids. Many of these methods adopted on an industrial scale make use of sigmatropic rearrangement, radical addition and nucleophilic ring closer with carbanions. Herein we report a simple and stereospecific route for the synthesis of ethyl trans-chrysanthernate (1) by utilizing carbonyl stabilized sulphuranes. Although the use of Sulphurane was demonstrated at a much earlier stage for the synthesis of methyl trans-chrysanthe-mate, the present approach makes use of simple reagents and offers some operational advantages.