Ketone Super Silyl Enol Ethers in Sequential Reactions: Diastereoselective Generation of Tertiary Carbinols in One Pot

Ketone super silyl enol ethers are shown to be excellent nucleophiles in the Mukaiyama aldol reaction as well as in sequential one-pot diastereoselective reactions. High yields and diastereoselectivities are obtained with a variety of silyl enol ether/aldehyde/Grignard combinations. The utility of this reaction is exemplified in a one-pot 4-component reaction generating two secondary and one tertiary alcohol in one step.