Stereocontrolled total synthesis of (-)-ephedradine A (orantine)

被引:164
作者
Kurosawa, W [1 ]
Kan, T [1 ]
Fukuyama, T [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ja036011k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The stereocontrolled total synthesis of (-)-ephedradine A has been accomplished. The synthesis features an asymmetric C-H insertion reaction, an intramolecular ester-amide exchange reaction, and a Sharpless asymmetric aminohydroxylation reaction. Construction of the complex macrocyclic ring was performed by Ns-strategy and an intramolecular aza-Wittig reaction. Copyright © 2003 American Chemical Society.
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页码:8112 / 8113
页数:2
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