Chiral N,N′‐Dioxide‐Zinc(II) Complex‐Catalyzed Asymmetric Aza‐Friedel–Crafts Reaction of Isatin‐Derived Ketimines with Indoles
Chiral N,N′‐Dioxide‐Zinc(II) Complex‐Catalyzed Asymmetric Aza‐Friedel–Crafts Reaction of Isatin‐Derived Ketimines with Indoles
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DOI：
10.1002/adsc.201600630
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发表时间：
2016-10
影响因子：
5.4
通讯作者：
Xiying Zhang;Jianlin Zhang;Lili Lin;Haifeng Zheng;Wangbin Wu;Xiaohua Liu;Xiaoming Feng
中科院分区：
文献类型：
--
作者：
Xiying Zhang;Jianlin Zhang;Lili Lin;Haifeng Zheng;Wangbin Wu;Xiaohua Liu;Xiaoming Feng
建立了一种高效的手性N，N ' - 2 -锌（II）配合物催化体系，用于isatin衍生的酮胺与吲哚的对映选择性aza-Friedel-Crafts反应。一系列对映体富集的含有四取代立体中心的3-吲哚-3-氨基醇，收率高达99%，ee高达96%。此外，对照实验提供了对反应机制的基本认识。
A highly efficient chiral N,N′-dioxide-zinc(II) complex catalytic system has been developed for the enantioselective aza-Friedel–Crafts reaction of isatin-derived ketimines with indoles. A series of enantiomerically enriched 3-indolyl-3-aminooxindoles containing a tetrasubstituted stereocenter were obtained in up to 99% yield with up to 96% ee. Furthermore, control experiments provide a fundamental sight into the mechanism of the reaction.