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

页码：7697 / 7700

页数：4

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