Journal of the American Chemical Society · 2006 · 71 citations · 0 references
Natural SciencesChemistryOrganic ChemistryHeterocycle SynthesisOrganic SynthesisAlkane FunctionalizationAlkyne ActivationAlkyne Coupling ReactionsAlkyne MetathesisCarbon-carbon Bond FormationHeterocycle FunctionalizationInternal Alkyne Coordination
A mild and efficient alkoxide-directed carbometalation is described. Regioselective carbon-carbon bond formation occurs in all cases at the site distal to the tethered alkoxide. This reaction provides a convenient means to prepare differentially functionalized tetrasubstituted 1,3-dienes in a regio- and stereoselective manner.