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Updated: May 4, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Synthesis of (±)-disparlure
J H Markgraf1, S I Lusskin, E C McDonald
1Department of Chemistry, Williams College, 01267, Williamstown, Massachusetts.
Abstract:
A six-step, convergent synthesis has been developed for racemic (Z)-7,8-epoxy-2-methyloctadecane (disparlure), the sex pheromone of the gypsy moth. The key step is a Wittig reaction between 6-methylheptanal and triphenylundecylphosphonium bromide effected by potassium carbonate in the presence of a crown ether.
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