TOTAL SYNTHESIS OF PUKELEIMIDE-A, A 5-YLIDENEPYRROL-2(5H)-ONE FROM BLUE-GREEN-ALGAE

被引：32

作者：

JAMES, GD

MILLS, SD

PATTENDEN, G

机构：

[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND

[2] ICI PLC,DIV PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 21期

关键词：

D O I：

10.1039/p19930002581

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A total synthesis of pukeleimide A 5, a member of a rare family of naturally occurring 5-ylidenepyrrol-2(5H)-ones produced by the marine blue alga Lyngbya majuscula, is described. The synthesis is based on elaboration of the ylidenepyrrolone 11a from the maleimide 13a by a regio- and stereo-selective Wittig reaction with ethoxycarbonylmethylene(triphenyl)phosphorane, followed by conversion of 11a into the amide 25, and oxidation of 25 with selenium dioxide.

引用

页码：2581 / 2584

页数：4