Regio- and stereoselective ring-opening reactions of epoxides with indoles and pyrroles in 2,2,2-trifluoroethanol

被引：68

作者：

Westermaier, Martin ^{[1
]}

Mayr, Herbert ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Biochem, Butenandtstr 5-13, D-81337 Munich, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2008年 / 14卷 / 05期

关键词：

C-C coupling; electrophilic substitution; enantioselectivity; heterocycles; regioselectivity;

D O I：

10.1002/chem.200701366

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aliphatic and aromatic epoxides react regio- and stereoselectively with indoles and pyrroles in 2,2,2-trifluoroethanol without the use of a catalyst or any other additive. While aromatic epoxides are selectively attacked at. the benzylic position, aliphatic epoxides react at the less-substituted position. Chiral epoxides react with > 99 % ee (ee = enantiomeric excess).

引用

页码：1638 / 1647

页数：10

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