Highly Enantioselective Copper- and Iron-Catalyzed Intramolecular Cyclopropanation of Indoles

被引：115
|
作者：
Xu, Huan [1 ,2 ]
Li, Yi-Pan [1 ,2 ]
Cai, Yan [1 ,2 ]
Wang, Guo-Peng [1 ,2 ]
Zhu, Shou-Fei [1 ,2 ]
Zhou, Qi-Lin [1 ,2 ,3 ]
机构：
[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 23期
基金：
中国国家自然科学基金;
关键词：
BOND INSERTION REACTIONS; CONCISE TOTAL-SYNTHESIS; ASYMMETRIC DEAROMATIZATION; RING-SYSTEM; ALKALOIDS; DIAZOACETATES; CONSTRUCTION; STRATEGY; CASCADE; N-BIS(TRIMETHYLSILYL)METHYL;
D O I：
10.1021/jacs.7b03086
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We report the first intramolecular enantio-selective cyclopropanation of indoles, which was accomplished in good to high yield (up to 94%) with excellent enantioselectivity (up to >99.9% ee) by using copper or iron complexes of chiral spiro bisoxazolines as catalysts. This reaction is a straightforward, efficient method for constructing polycyclic compounds with an all-carbon quaternary stereogenic center at the 3-position of the indole skeleton, a core structure shared by numerous natural products and bioactive compounds.
引用
收藏
页码：7697 / 7700
页数：4
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