Catalytic Asymmetric Nucleophilic Addition of 3-Vinyl Indoles to Imines

Catalytic Asymmetric Nucleophilic Addition of 3-Vinyl Indoles to Imines
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3-乙烯基吲哚与亚胺的催化不对称亲核加成

DOI:
10.1021/acs.orglett.6b01880
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发表时间:
2016
期刊:
影响因子:
5.2
通讯作者:
Guo Qi-Xiang
Guo Qi-Xiang
中科院分区:
化学1区
文献类型:
--
作者:
Xue Jia-Hui;Shi Ming;Yu Feng;Li Xiao-Yun;Ren Wen;Fu Li-Na;Guo Qi-Xiang

文献摘要

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3-乙烯基吲哚用作亲核试剂与芳香族和脂肪族亚胺反应。手性3-取代吲哚带有多个功能团的生产高达99%的产率,98:2 E/Z比,和97%ee。提出了一个可能的机制来解释所观察到的立体选择性。这为合成新型手性3-取代吲哚提供了一条有效途径。
The 3-vinyl indole is used as a nucleophile to react with aromatic and aliphatic imines. Chiral 3-substituted indoles bearing multiple functional groups are produced with up to 99% yield, a 98:2E/Zratio, and 97% ee. A possible mechanism is proposed to explain the observed stereoselectivities. This strategy provides an efficient way for the preparation of novel chiral 3-substituted indoles.