Dual Catalysis for the Redox Annulation of Nitroalkynes with Indoles: Enantioselective Construction of Indolin-3-ones Bearing Quaternary Stereocenters

被引:117
作者
Liu, Ren-Rong [1 ]
Ye, Shi-Chun [1 ]
Lu, Chuan-Jun [1 ]
Zhuang, Gui-Lin [1 ]
Gao, Jian-Rong [1 ]
Jia, Yi-Xia [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
关键词
asymmetric catalysis; carbenoids; chiral phosphoric acids; gold; indolinones; FRIEDEL-CRAFTS ALKYLATION; H INSERTION REACTION; OXO GOLD CARBENES; N-O BOND; RELAY CATALYSIS; 3-COMPONENT REACTIONS; CYCLIZATION; ISATOGENS; METAL; FUNCTIONALIZATION;
D O I
10.1002/anie.201504697
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective redox annulation of nitro-alkynes with indoles is enabled by gold/chiral phosphoric acid dual catalysis. A range of indolin-3-one derivatives bearing quaternary stereocenters at the C2 position were afforded in good yields and excellent enantioselectivities (up to 96% ee) from readily available starting materials.
引用
收藏
页码:11205 / 11208
页数:4
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