4.7 Article

A simple and efficient copper-catalyzed procedure for the hydrosilylation of hindered and functionalized ketones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 12, Pages 4784-4796

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo050397v

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The catalytic hydrosilylation of highly hindered and functionalized ketones is described. The combination of inexpensive catalyst precursors, CuCl and NHC-HX (NHC = N-heterocyclic carbene), leads to a highly efficient reduction mediator for the preparation of silyl ethers from unfunctionalized and functionalized alkyl, cyclic, bicyclic, aromatic, and heteroaromatic ketones. A series of catalyst precursors have been structurally characterized and a catalyst-structure activity relationship is discussed.

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