Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters |
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| Authors: | Zubao Gan Deyun Cui Hongyun Zhang Ying Feng Liying Huang Yingying Gui Lu Gao Zhenlei Song |
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| Institution: | Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China; (Z.G.); (D.C.); (H.Z.); (Y.F.); (L.H.); (Y.G.) |
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| Abstract: | (Ph3C)BPh(F)4]-catalyzed Hosomi-Sakurai allylation of allylsilanes with β,γ-unsaturated α-ketoesters has been developed to give γ,γ-disubstituted α-ketoesters in high yields with excellent chemoselectivity. Preliminary mechanistic studies suggest that trityl cation dominates the catalysis, while the silyl cation plays a minor role. |
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| Keywords: | allylsilane α -ketoester Hosomi-Sakurai allylation trityl cation |
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