Annulation of pyrrole: application to the synthesis of indolizidine alkaloids

被引：54

作者：

Amos, RIJ ^{[1
]}

Gourlay, BS ^{[1
]}

Molesworth, PP ^{[1
]}

Smith, JA ^{[1
]}

Sprod, OR ^{[1
]}

机构：

[1] Univ Tasmania, Sch Chem, Hobart, Tas 7001, Australia

来源：

TETRAHEDRON | 2005年 / 61卷 / 34期

关键词：

pyrrole; indolizidines; alkaloids; gamma-lactones;

D O I：

10.1016/j.tet.2005.06.026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a gamma-lactone and has been exploited in the synthesis of the natural products monomorine and (+/-)-indolizidine 209D. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：8226 / 8230

页数：5

共 16 条

[11] PYRROLE AS A DIENOPHILE IN INTRAMOLECULAR INVERSE ELECTRON-DEMAND DIELS-ALDER REACTIONS WITH 1,2,4-TRIAZINES [J].