Zg. Chrelashvili et al., SYNTHESIS OF 7E,9Z-DODECADIENYL ACETATE, THE SEX-PHEROMONE OF LOBESIA-BOTRANA SHIFF, Russian chemical bulletin, 42(4), 1993, pp. 734-736
Two syntheses of 7E,9Z-dodecadienyl acetate from 1,3-butadiyne were ca
rried out using either 2E,4Z-heptadienyl acetate or 1-bromo-3E,5Z-octa
diene as the key intermediates, The latter underwent organocopper cros
s-coupling with the respective complementary Grignard reagents (prepar
ed from the corresponding 1-tert-butoxy-omega-chlorohydrins) as alkyla
ting agents.