Chemoselective hydrosilylation of hydroxyketones |
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| Authors: | Marta L. Lage Scott J. Bader Kanicha Sa-ei John Montgomery |
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| Affiliation: | Department of Chemistry, University of Michigan, Ann Arbor, MI 48109-1055, United States |
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| Abstract: | A chemoselective method for the hydrosilylation of ketones has been developed, using the combination of triphenylsilane and a catalyst prepared from Ni(COD)2 and the simple N-heterocyclic carbene IMes. The most notable feature of this method is that free hydroxyls are largely unaffected, thus providing a simple one-step procedure for the conversion of hydroxyketones to mono-protected diols, wherein the protecting group is exclusively installed on the ketone-derived hydroxyl. The process is typically high yielding with both simple ketones and more complex hydroxyketone substrates. |
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| Keywords: | Hydrosilylation Site-selective Chemoselective Nickel Dehydrogenative silylation |
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