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Silylium-Catalyzed Regio- and Stereoselective Carbosilylation of Ynamides with Allylic Trimethylsilanes
[Image: see text] The regio- and stereoselective carbosilylation of tosylynamides with allylic trimethylsilanes takes place under mild conditions in the presence of catalytic TMSNTf(2) or HNTf(2) to give (Z)-α-allyl-β-trimethylsilylenamides with good yields. Theoretical calculations show the activat...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942199/ https://www.ncbi.nlm.nih.gov/pubmed/36749888 http://dx.doi.org/10.1021/acs.orglett.3c00221 |
Sumario: | [Image: see text] The regio- and stereoselective carbosilylation of tosylynamides with allylic trimethylsilanes takes place under mild conditions in the presence of catalytic TMSNTf(2) or HNTf(2) to give (Z)-α-allyl-β-trimethylsilylenamides with good yields. Theoretical calculations show the activation of the C–C triple bond of the ynamides by the trimethylsilylium ion and formation of a β-trimethylsilylketenimonium cation. Further transformations of the products demonstrate the synthetic utility of this reaction. |
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