Synthesis of the fatty acid of pramanicin

被引：23

作者：

Cow, C ^{[1
]}

Valentini, D ^{[1
]}

Harrison, P ^{[1
]}

机构：

[1] MCMASTER UNIV,DEPT CHEM,HAMILTON,ON L8S 4M1,CANADA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1997年 / 75卷 / 06期

关键词：

pramanicin; biomimetic; glycoluril; template;

D O I：

10.1139/v97-106

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The natural product tetradec-2-enoic acid-4,5-epoxide (2), which is also a component of the antibiotic pramanicin (1), was prepared in racemic form by a glycoluril-template directed approach. Two sequential additions of acetate units to decanoic acid are effected by intramolecular condensations on the template, mimicking the proposed biosynthetic pathway to 1. Cleavage of the grown trans,trans-tetradeca-2,4-dienoyl chain from the template and epoxidation yields 2. The reaction sequence illustrates the applicability of this biomimetic approach to total synthesis of natural products.

引用

页码：884 / 889

页数：6