Reductive conjugate addition of haloalkanes to enones to form silyl enol ethers |
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Authors: | Shrestha Ruja Weix Daniel J |
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Institution: | Department of Chemistry, University of Rochester, Rochester, New York 14627-0216, United States. |
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Abstract: | A new method is presented for tandem reductive conjugate addition and silyl enol ether formation from cyclic and acyclic enones and enals in the presence of a Mn reductant, a Ni(terpyridine) catalyst, and a trialkylchlorosilane. The addition of secondary, tertiary, and hindered primary haloalkanes is demonstrated. Preliminary studies on the mechanism show that the intermediacy of L1(Ni)(η(3)-1-triethylsilyloxyalkenyl)X or in-situ-formed RMnX is unlikely. |
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