A Dual-Catalytic Strategy To Direct Asymmetric Radical Aminotrifluoromethylation of Alkenes
A Dual-Catalytic Strategy To Direct Asymmetric Radical Aminotrifluoromethylation of Alkenes
复制标题
直接烯烃不对称自由基氨基三氟甲基化的双催化策略
DOI：
10.1021/jacs.6b04077
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发表时间：
2016-08-03
影响因子：
15
通讯作者：
Liu, Xin-Yuan
中科院分区：
文献类型：
--
作者：
Lin, Jin-Shun;Dong, Xiao-Yang;Liu, Xin-Yuan
本文首次提出了一种新的烯烃不对称自由基氨基三氟甲基化反应，提供了直接获得具有优异对映选择性的α -叔立体中心的含cf3的密集功能化氮杂合体的途径。成功的关键不仅在于Cu(I) /手性磷酸双催化体系的引入，还在于尿素与两个酸性N-H同时作为亲核基团和导向基团。该方法的实用性通过将产物容易转化为有机合成和药物化学中有用的其他重要化合物来说明。
A novel asymmetric radical aminotrifluoromethylation of alkenes has been developed for the first time, providing straightforward access to densely functionalized CF3-containing azaheterocydes bearing an alpha-tertiary stereocenter with excellent enantioselectivity. The key to success is not only the introduction of a Cu(I) / chiral phosphoric acid dual-catalytic system but also the use of urea with two acidic N-H as both the nudeophile and directing group. The utility of this method is illustrated by facile transformations of the products into other important compounds useful in organic synthesis and medicinal chemistry.