ChemInform Abstract: Enantioselective Radical‐Chain Hydrosilylation of Prochiral Alkenes Using Optically Active Thiol Catalysts.

Abstract

Enantioselective Radical-Chain Hydrosilylation of Prochiral Alkenes Using Optically Active Thiol Catalysts.-The radical addition of hydrosilanes to alkenes in the presence of small amounts of optically active thiols (I)-(IV) is investigated. The adducts are obtained with only moderate to very low e.e. Best results are obtained with pyran (V) under the conditions shown. The mechanism involves an enantioselective hydrogen-atom transfer from the thiol to a prochiral β-silylalkyl radical. -(HAQUE, M. B.; ROBERTS, B. P.; Tetrahedron Lett. 37 (1996) 50, 9123-9126; Dep. Chem., Univ. Coll. London,