Asymmetric synthesis of chiral organosilicon compounds via transition metal-catalyzed stereoselective C-H activation and silylation

This feature article details the progress of transition metal-catalyzed stereoselective sp(2) and sp(3) C-H activation and silylation in the synthesis of chiral organosilicon compounds, and the asymmetric C-H silylation includes intramolecular cyclizing silylation and intermolecular silylation. The silylating reagents include monohydrosilanes, dihydrosilanes, silacylcobutanes and disilanes. In general, catalytic systems include a transition metal salt as the catalyst and a chiral ligand. No external chiral ligand is required in some cases where the chiral substrates act as the source of chirality. Many kinds of silylated compounds with central, axial, planar, or helical chirality have been constructed via C-H activation by asymmetric rhodium, iridium or palladium catalysis. Some pharmacophores and material building blocks were successfully introduced into the target molecules. Some silylated products proved to be useful in medicinal chemistry, synthetic organic chemistry, and materials science. Besides reaction development, mechanisms for stereoselective C-H activation and silylation are also discussed.

Automated summary

This article details the progress and applications of transition metal-catalyzed stereoselective synthesis of chiral organosilicon compounds. Different silylating reagents and catalytic systems for asymmetric C-H silylation reactions are discussed, along with the applications of silylated products in medicinal chemistry and materials science.