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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 14, 1984 - Issue 6
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Original Articles

A Short New Synthesis of Ethyl trans-Chrysanthemate

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Pages 557-564 | Published online: 06 Dec 2006
 

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 pyrethroids1 . 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-mate2, the present approach makes use of simple reagents and offers some operational advantages.

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