Palladium-catalyzed hydroarylation, hydroalkenylation, and hydrobenzylation of ynol ethers with organohalides: A regio- and stereoselective entry to α,β- and β,β-disubstituted alkenyl ethers.

A Pd-catalyzed reductive addition of organohalides, including aryl, alkenyl, and benzyl halides, to ynol ethers has been realized in the presence of 2-propanol, giving α,β- and β,β-disubstituted olefinic ethers in satisfactory yields with excellent regio- and stereoselectivity. It represents the first highly regio- and stereoselective hydroarylation, hydroalkenylation, and hydrobenzylation of ynol ethers.