Rhodium(II)-Catalyzed Stereoselective Synthesis of Allylsilanes

Rhodium(II)-Catalyzed Stereoselective Synthesis of Allylsilanes
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DOI:
10.1021/ol4028978
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发表时间:
2013-12-20
期刊:
影响因子:
5.2
通讯作者:
Davies, Huw M. L.
Davies, Huw M. L.
中科院分区:
化学1区
文献类型:
--
作者:
Guptill, David M.;Cohen, Carolyn M.;Davies, Huw M. L.

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铑催化的2-(三异丙基甲硅烷基)乙基芳基-和乙烯基重氮乙酸酯的分解导致Z-烯丙基硅烷的立体选择性形成。该转化被认为是通过甲硅烷基导向的分子内C-H官能化进行的,以形成β-内酯中间体,然后是甲硅烷基活化的二氧化碳挤出。
The rhodium-catalyzed decomposition of 2-(triisopropylsilyl)ethyl aryl- and vinyldiazoacetates results in the stereoselective formation of Z-allylsilanes. The transformation is considered to proceed by silyl-directed intramolecular C-H functionalization to form a beta-lactone intermediate followed by a silyl-activated extrusion of carbon dioxide.