InBr3-catalyzed friedel-crafts addition of indoles to chiral aromatic epoxides:: A facile route to enantiopure indolyl derivatives

被引：81

作者：

Bandini, M ^{[1
]}

Cozzi, PG ^{[1
]}

Melchiorre, P ^{[1
]}

Umani-Ronchi, A ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 15期

关键词：

D O I：

10.1021/jo0256235

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aromatic optically active epoxides can be opened in a regioselective and clean way with indoles in the presence of catalytic amount of InBr3 (1 mol %). The reaction takes place with a S(N)2 pathway affording the 2-aryl-2-(3'-indolyl)-ethan-1-ols with excellent enantio selectivity (ee up to 99%).

引用

页码：5386 / 5389

页数：4

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