Diastereoselective synthesis of (E)-1-trimethylsilyl-3-en-1-ynes by palladium-catalyzed cross-coupling reaction between trimethylsilylethynylzinc chloride and stereoisomeric mixtures of 1-bromo-1-alkenes

(E)-1-Trimethylsilyl-3-en-1-ynes have been diastereoselectively synthesized starting from stereoisomeric mixtures of 1-bromo-1-alkenes. The procedure has been employed to prepare (2E,6E)-1-acetoxy-2,6-decadien-4-yne, a naturally-occuring acetylenic compound