Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides

A novel method of metal-free dehydrogenative silylation of enamides has been developed. The desired functionalized vinylsilane products were obtained in moderate to good yield and with high stereoselectivities. This protocol displays good tolerance of various functionalities. Furthermore, the high c...

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Veröffentlicht in:Organic letters 2020-02, Vol.22 (4), p.1326-1330
Hauptverfasser: Chang, Xi-Hao, Wang, Zi-Lu, Zhao, Meng, Yang, Chao, Li, Jie-Jun, Ma, Wei-Wei, Xu, Yun-He
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Sprache:eng
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Zusammenfassung:A novel method of metal-free dehydrogenative silylation of enamides has been developed. The desired functionalized vinylsilane products were obtained in moderate to good yield and with high stereoselectivities. This protocol displays good tolerance of various functionalities. Furthermore, the high chemoselectivity of this reaction enables us to introduce different unsaturated C–C moieties to the products. The ease of further derivatization of the products to other useful compounds also demonstrates the highly synthetic utility of the current methodology.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b04645