Total synthesis of (-)-physovenine from (-)-3a-hydroxyfuroindoline

被引:44
|
作者
Sunazuka, T
Yoshida, K
Kojima, N
Shirahata, T
Hirose, T
Handa, M
Yamamoto, D
Harigaya, Y
Kuwajima, I
Omura, S [1 ]
机构
[1] Kitasato Inst, Kitasato Inst Life Sci, Minato Ku, Tokyo 1088641, Japan
[2] CREST, Minato Ku, Tokyo 1088641, Japan
[3] Kitasato Inst, Sch Pharmaceut Sci, Minato Ku, Tokyo 1088641, Japan
[4] Kitasato Inst, Minato Ku, Tokyo 1088642, Japan
关键词
D O I
10.1016/j.tetlet.2005.01.016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total synthesis of calabar bean alkaloid (-)-physovenine (-)-3 has been achieved in a concise manner starting from optically active (-)-3a-hydroxyfuroindoline (-)-2, synthesized via modified Sharpless epoxidation of tryptophol 1. Our strategy involved a stereospecific radical substitution reaction and regioselective oxidation at the C5 position. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1459 / 1461
页数:3
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