A convergent approach to midpacamide and dispacamide pyrrole-imidazole marine alkaloids

被引：50

作者：

Fresneda, PM ^{[1
]}

Molina, P ^{[1
]}

Sanz, MA ^{[1
]}

机构：

[1] Univ Murcia, Dept Quim Organ, Fac Quim, E-30071 Murcia, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 05期

关键词：

aza-Wittig reaction; natural products; sponges; nitrogen heterocycles;

D O I：

10.1016/S0040-4039(00)02120-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A two-step synthesis of the N-acylated alpha -azido-omega -aminovalerate. a common intermediate for the synthesis of midpacamide and dispacamide, is described. This intermediate undergoes cyclization through the corresponding alpha -ureido ester derivative to give the 3-methylhydantoin ring present in midpacamide, whereas the reaction with triphenylphosphine. tosyl isocyanate and ammonia followed by cyclization of the resulting guanidine derivative provides the 2-aminoimidazole ring present in dispacamide. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：851 / 854

页数：4

共 24 条

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