BIOGENETICALLY PATTERNED SYNTHESIS OF CADAMBINE

被引：22

作者：

BROWN, RT

DUCKWORTH, DM

SANTOS, CAM

机构：

[1] Chemistry Department, The University, Manchester

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 17期

关键词：

D O I：

10.1016/0040-4039(91)85020-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the synthesis of the glucosidic indole alkaloid cadambine (5) in 48% yield from its biological precursor secologanin (1) in an intermolecular variant of the in vivo process where chemoselective and regioselective attack by tryptamine on a 3S-epoxide 11 yields the seven-membered azepine ring.

引用

页码：1987 / 1990

页数：4