Enantioselective Construction of Silicon-Stereogenic Silanes by Scandium-Catalyzed Intermolecular Alkene Hydrosilylation.

Author(s) Zhan, G.; Teng, H.L.; Luo, Y.; Lou, S.J.; Nishiura, M.; Hou, Z.
Journal Angew Chem Int Ed Engl
Date Published 2018 Sep 17
Abstract

The catalytic asymmetric construction of silicon-stereogenic silanes is of great interest and significance, but has met with only limited success to date. We herein report the enantioselective hydrosilylation of alkenes with dihydrosilanes by a chiral half-sandwich scandium catalyst, which constitutes an efficient and general route for the synthesis of a wide range of enantioenriched silicon-stereogenic silanes from easily accessible starting materials. This reaction features a broad substrate scope, high yields, and high enantioselectivity. Some of the chiral tertiary silane products were also converted into valuable derivatives, such as chiral silanol, quaternary silane, and benzosilole compounds.

DOI 10.1002/anie.201807493
ISSN 1521-3773
Citation Zhan G, Teng H-, Luo Y, Lou S-, Nishiura M, Hou Z. Enantioselective Construction of Silicon-Stereogenic Silanes by Scandium-Catalyzed Intermolecular Alkene Hydrosilylation. Angew Chem Int Ed Engl. 2018;57(38):12342-12346.