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
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
收藏
页码:5060 / 5063
页数:4
相关论文
共 35 条