Asymmetric hydrosilylation of olefins by chiral palladium catalysts

Abstract

Asymmetric hydrosilylation of olefins by chiral palladium catalysts Catalytic asymmetric functionalization of olefins is an important method in synthetic organic chemistry. The asymmetric hydrosilylation of olefins with trichlorosilane in the presence of palladium catalysts coordinated with chiral monodentate phosphorus ligands is a well-established methodology to obtain chiral organosilanes. The resulting organosilane is readily oxidized into alcohol with retention of configuration at the streogenic center.

Herein, we report that palladium-catalyzed asymmetric hydrosilylation of various olefins, including styrene, its derivatives, cyclic dienes, and linear dienes by use of various chiral phosphoramidite ligands. Ferrocenyl phosphoramidite ligand, which has unique electronic and steric properties, was synthesized. The reactivity and enantioselectivity was examined by asymmetric hydrosilylation of styrene and its derivatives.