A simple, highly stereoselective, and efficient method to obtain important attractants
by the reduction of the triple bond in several E-enynes and hex-3-ynyl acetate by an activated Zn-Cu system is described. The stereoselectivity
of the semireduction for the generation of a new (Z)-C=C bond was >98%. The substrates for the reduction reaction were obtained by new
synthetic routes with an overall yield of more than 40%.
Key words
stereoselective synthesis - reduction - cross-coupling - semiochemicals - dienes -
acetals