SHORT, REGIO- AND STEREO-SELECTIVE PREPARATION OF 1,5- AND 1,6-DIENES. SYNTHESES OF EUDIA PAVONIA PHEROMONE AND GOSSYPLURE.

Article abstract of DOI:10.1016/0040-4039(90)80134-8

Two pheromones, (Z)-6,(Z)-11-hexadecadien-1-yl acetate (from Eudia pavonia) and gossyplure, have been synthesized each by two consecutive sequences of nickel-assisted Grignard reactions with cyclic enol ethers and the preparation of Grignard reagents from the resultant alcohols, followed each by copper-promoted Grignard reaction with a small-ring ether and subsequent acetylation.