Simple and stereoselective synthesis of sex pheromone of processionary mothThaumetopoea pityocampa (Denis and Schiff.)

Abstract
A simple and stereoselective synthesis of (Z)-13-hexadecen-11-yn-1-yl acetate, the major component of the sex pheromone ofThaumetopoea pityocampa (Denis and Schiff.) is described. The procedure essentially involves formylation of a terminal acetylene to the corresponding aldehyde followed by a stereochemically controlled Wittig reaction, which has been studied under a variety of conditions.