Highly enantioselective construction of fused pyrrolidine systems that contain a quaternary stereocenter: Concise formal synthesis of (+)-conessine

被引：148

作者：

Jiang, B ^{[1
]}

Xu, M ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 19期

关键词：

alkaloids; cyclization; enynes; Pauson-Khand reaction; pyrrolidines;

D O I：

10.1002/anie.200353583

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

No protecting groups were required in a concise and atom-economical synthesis of the optically active tetracyclic pyrrolidine 3 under mild conditions. A highly diastereoselective Pauson-Khand reaction (1→2) was used to construct the compact tetracycle with its quaternary stereocenter. The stereoselectivity of the cycloaddition was affected by the substituent on the propargylic moiety.

引用

页码：2543 / 2546

页数：4