EXO- AND ENDOHORMONES. XIX: SYNTHESIS OF Z-10-DODECEN-1-YL ACETATE, COMPONENT OF SOME LEPIDOPTERAN INSECT SEX PHEROMONES

摘要

This paper describes a practical synthesis of Z-10-dodecen-1-yl acetate, a component of some lepidopteran insect sex pheromones. The route involves, as the key reaction, the coupling of 1-tert-butoxy-10-bromo decane with monosodium acetylene, using dimsyl sodium as metallation reagent, followed by the isomerisation of the terminal triple bond.