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Application of a C2-Symmetric Copper Carbenoid in the Enantioselective Hydrosilylation of Dialkyl and Aryl-Alkyl Ketones

Abigail Albright and Robert E. Gawley*

*Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, United States, Email:

A. Albright, R. E. Gawley, J. Am. Chem. Soc., 2011, 133, 19680-19683.

DOI: 10.1021/ja209187a


A C2-symmetric copper-bound N-heterocyclic carbene (NHC) exhibits excellent reactivity and enantioselectivity in the hydrosilylation of a variety of structurally diverse ketones including challenging substrates as 2-butanone and 3-hexanone. Even at low catalyst loading (2.0 mol %), the reactions occur in under an hour at room temperature and often do not require purification beyond catalyst and solvent removal.

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Key Words

Silylethers, Reduction of Carbonyl Compounds, Silanes

ID: J48-Y2011-3490