SYNTHETIC INVESTIGATIONS OF RAPAMYCIN .2. SYNTHESIS OF A C22-C42 FRAGMENT

被引：55

作者：

ROMO, D ^{[1
]}

JOHNSON, DD ^{[1
]}

PLAMONDON, L ^{[1
]}

MIWA, T ^{[1
]}

SCHREIBER, SL ^{[1
]}

机构：

[1] HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 19期

关键词：

D O I：

10.1021/jo00045a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise, modular synthesis of a protected C22-C42 segment of rapamycin is reported including as key coupling steps a vinyllithium addition to a Weinreb amide (5 + 6 --> 24) and a nucleophilic epoxide opening with an alpha-lithio sulfone mediated by BF3.OEt2 (4 + 27 --> 28).

引用

页码：5060 / 5063

页数：4

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