Impact of Silyl Enol Ether Stability on Palladium-Catalyzed Arylations

The effect of stability on arylation of silyl enol ethers as dictated by the presence of bulky silyl groups was elucidated through experiment and calculation. With the enhancement of stability of the silyl enol ethers, especially of acyclic ethers, the efficiency of palladium-catalyzed arylation of silyl enolates based on ketone precursors was greatly increased.