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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 12, 1982 - Issue 13
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Original Articles

A New Route to 3-Phenoxybenzyl cis (±) 2,2-Dimethyl-3-(2-Phenyl-2-Chlorovinyl) Cyclopropanecarboxylate

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Pages 1063-1070 | Published online: 06 Dec 2006
 

Abstract

Synthetic pyrethroids belong to an almost ideal group of modern insecticides due to their high insecticidal activity, low mammalian toxicity and rapid biodegradability.1 While several pyrethroids with potent insecticidal action have been synthesized, search for analogues with high photostability and other pesticidal activity continues. In this connection some esters of 2,2-dimethyl-3-(2-phenyl-2-chlorovinyl) cyclopropane-carboxylic acid have recently been reported to have good acaricidal activity2–4 as well. Structure-activity relationship reveals that for the synthetic pyrethroids, esters of cis-substituted cyclopropanecarboxylic acid show far superior activity compared to the corresponding trans-isomer. Most of the methods described in the literature5 lead to a mixture of cis and trans-substituted cyclopropanecarboxylic acids.

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