Stereocontrolled total synthesis of (±)-catharanthine via radical-mediated indole formation

被引：77

作者：

Reding, MT ^{[1
]}

Fukuyama, T ^{[1
]}

机构：

[1] Univ Tokyo, CREST, Japan Sci & Technol Corp, Grad Sch Pharmaceut Sci,Bunkyo Ku, Tokyo 1130033, Japan

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 07期

关键词：

D O I：

10.1021/ol990749i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A stereocontrolled total synthesis of (+/-)-catharanthine, 1, has been completed. The key step involves the radical-mediated cyclization of a highly functionalized intermediate to furnish the corresponding indole. The cyclization utilizes a simple phosphorus-based radical-reducing agent. This synthesis provides a potential route for the production of analogues of catharanthine and is more convergent and experimentally less complex than previous syntheses of 1.

引用

页码：973 / 976

页数：4