Stereoselective Synthesis of Allyl- or Alkynyl-Substituted (Z)-Vinylsilanes via Organoboranes

Abstract
Copper(I) iodide-catalyzed cross-coupling reactions of (Z)-(1-trimethylsilyl-1-alkenyl)dicyclohexylboranes with allyl bromide or 1-bromo-1-hexyne gave stereoselectively (Z)-1,4-dienes or conjugated (Z)-enynes having a trimethylsilyl group on the internal carbon atom of the double bond.