Tetrahedron letters

Short, regio-and stereo-selective preparation of 1, 5-and 1, 6-dienes. Syntheses of eudia pavonia pheromone and gossyplure.

JP Ducoux, P Le Ménez, N Kunesch, G Kunesch…

Index: Ducoux, Jean-Philippe; Menez, Patrick Le; Kunesch, Nicole; Kunesch, Gerhard; Wenkert, Ernest Tetrahedron Letters, 1990 , vol. 31, # 18 p. 2595 - 2598

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Citation Number: 6

Abstract

Abstract 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.