Palladium-Catalyzed Alkynylation of Enones with Alkynylsilanes via C–C Bond Activation

We report herein the synthesis of 1,3-enynes via palladium-catalyzed cross-coupling between enone derivatives and alkynylsilanes. The employment of an appropriate pyridine-oxazoline ligand is the key to the C–C cleavage and the high E/Z stereoselectivity. This protocol features broad substrate scope and wide functional-group tolerance, affording the desired products in moderate-to-good yields. Late-stage diversification of natural product β-ionone further demonstrated the synthetic utility of this protocol.