Nickel(ii)-catalyzed enantioselective cyclopropanation of 3-alkenyl-oxindoles with phenyliodonium ylide via free carbene.
Nickel(ii)-catalyzed enantioselective cyclopropanation of 3-alkenyl-oxindoles with phenyliodonium ylide via free carbene.
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DOI：
10.1039/c5sc03658e
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发表时间：
2016-04-21
期刊：
影响因子：
8.4
通讯作者：
Feng X
中科院分区：
文献类型：
--
作者：
Guo J;Liu Y;Li X;Liu X;Lin L;Feng X
发展了一种手性刘易斯酸促进的以苯基碘鎓叶立德为碳烯前体的环丙烷化反应。EPR光谱研究支持逐步双自由基机制。以苯基碘鎓叶立德为碳烯前体，发展了手性刘易斯酸促进的不对称环丙烷化反应。以优异的结果获得了具有连续的叔和所有碳季中心的多种螺环丙烷-羟吲哚（高达99%产率，>19：1 d.r.，高达99%ee）。EPR谱研究支持分步双自由基机制。
A chiral Lewis acid-promoted cyclopropanation using a phenyliodonium ylide as the carbene precursor was developed. An EPR spectroscopy study supported a stepwise biradical mechanism. A chiral Lewis acid-promoted enantioselective cyclopropanation using phenyliodonium ylide as the carbene precursor was developed. A variety of spirocyclopropane-oxindoles with contiguous tertiary and all carbon quaternary centers were obtained in excellent outcomes (up to 99% yield, >19 : 1 d.r., up to 99% ee). EPR spectroscopy study supported a stepwise biradical mechanism.