Rhodium-catalyzed Synthesis of Si-stereogenic Alkoxysilanes and Silyl Enol Ethers Via Hydrosilylation of Carbonyl Compounds

A highly efficient rhodium-catalyzed asymmetric hydrosilylation of aldehydes, ketones, and alpha,beta-unsaturated ketones with dihydrosilanes is developed, that allows the rapid assembly of a variety of Si-stereogenic alkoxysilanes and silyl enol ethers in good yields and enantioselectivities under mild conditions. The applicability of this methodology was demonstrated by a series of stereospecific transformations to construct diverse Si-stereogenic derivatives.