Organic Chemistry Portal

Abstracts

Search:

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: bgawleyuark.edu

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

DOI: 10.1021/ja209187a (free Supporting Information)


Abstract

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.

see article for more examples



Key Words

Silylethers, Reduction of Carbonyl Compounds, Silanes


ID: J48-Y2011-3490