Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles.

Author(s) Gribble, M.W.; Pirnot, M.T.; Bandar, J.S.; Liu, R.Y.; Buchwald, S.L.
Journal J Am Chem Soc
Date Published 2017 Feb 01
Abstract

We report a highly enantioselective CuH-catalyzed Markovnikov hydrosilylation of vinylarenes and vinyl heterocycles. This method has a broad scope and enables both the synthesis of isolable silanes and the conversion of crude products to chiral alcohols. Density functional theory calculations support a mechanism proceeding by hydrocupration followed by σ-bond metathesis with a hydrosilane.

DOI 10.1021/jacs.6b13029
ISSN 1520-5126
Citation Gribble MW, Pirnot MT, Bandar JS, Liu RY, Buchwald SL. Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles. J Am Chem Soc. 2017.

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