Total synthesis of the pentacyclopropane antifungal agent FR-900848

被引：74

作者：

Barrett, AGM

Kasdorf, K

机构：

[1] Department of Chemistry, Imperial College of Science Technology and Medicine

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 45期

关键词：

D O I：

10.1021/ja960964j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Quatercyclopropane 31 was oxidized, homologated, reduced, and monocyclopropanated to provide the pentacyclopropane alcohol 35. Subsequent deoxygenation of alcohol 35 was effected using N-(phenylthio)succinimide (24) and tributylphosphine followed by Raney nickel desulfurization and deprotection to produce the alcohol 3. This was oxidized, homologated, and hydrolyzed to provide the fatty acid 2. BOP-Cl-mediated coupling of acid 2 and the nucleoside amine 40 gave amide 1, which was spectroscopically identical with an authentic sample of FR-900848 (1).

引用

页码：11030 / 11037

页数：8

共 45 条

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