An Improved stereospecific synthesis of (Z,E)-tetradecadienal. Sex pheromone component of Stenoma cecropia
Cabezas Pizarro, Jorge A.
Oehlschlager, Allan Cameron
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(Z,E)-9, 11-Tetradecadienal, a sex pheromone component of Stenoma cecropia, has been synthesized in 7 steps and 61% overall yield. The synthesis utilized a palladium catalyzed coupling between 9-decynyl tert-butyldinethylsilyl ether and trans-1-iodo-butene, followed by reduction of triple bond of enyne with disiamylborane. Deprotection of silyl ether and oxidation afforded the desired aldehyde.
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