European journal of organic chemistry

Syntheses of Cyclobutane Derivatives: Total Synthesis of (+) and (–) Enantiomers of the Oleander Scale Aspidiotus nerii Sex Pheromone

FD Boyer, PH Ducrot

Index: Boyer, Francois-Didier; Ducrot, Paul-Henri European Journal of Organic Chemistry, 1999 , # 5 p. 1201 - 1211

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Citation Number: 11

Abstract

Abstract Synthesis of both enantiomers of the Aspidiotus nerii sex pheromone and their diastereomers has been achieved using, as a key step, an intramolecular ester enolate alkylation reaction for the formation of the cyclobutane ring with a good control of the relative configurations of the asymmetric centers. Stereoselective synthesis of a number of other trisubstituted cyclobutane derivatives also proves the versatility of the methodology used ...

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