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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container_issue 4
container_start_page 1326
container_title Organic letters
container_volume 22
creator Chang, Xi-Hao
Wang, Zi-Lu
Zhao, Meng
Yang, Chao
Li, Jie-Jun
Ma, Wei-Wei
Xu, Yun-He
description 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.
doi_str_mv 10.1021/acs.orglett.9b04645
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subjects Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
title Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides
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