Sulfonamides as novel terminators of cationic cyclisations

被引：48

作者：

Haskins, CM ^{[1
]}

Knight, DW ^{[1
]}

机构：

[1] Univ Wales Coll Cardiff, Dept Chem, Cardiff CF10 3TB, S Glam, Wales

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 22期

关键词：

D O I：

10.1039/b207755h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Trifluoromethanesulfonic (triflic) acid is an excellent catalyst for inducing overall 5-endo cyclisation of homoallylic sulfonamides [e.g. 4] to give pyrrolidines [e.g. 5]. In competitive experiments, pyrrolidines or homopiperidines are formed in preference to piperidines, even when the latter would be obtained by trapping a tertiary carbocation. Cationic cascades terminated by a sulfonamide group are viable for the efficient formation of polycyclic systems.

引用

页码：2724 / 2725

页数：2

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