A concise formal synthesis of unnatural (+)-aphanorphine from (2S,4R)-4-hydroxyproline

被引：16
|
作者：
Ma, Zhiqiang
Zhai, Hongbin
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Modern Synthet Organ Chem, Shanghai 200032, Peoples R China
[2] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat Biomimet Drugs, Beijing 100083, Peoples R China
来源：
SYNLETT | 2007年 / 01期
关键词：
aphanorphine; configuration inversion; intramolecular Friedel-Crafts; marine alkaloid; synthesis;
D O I：
10.1055/s-2006-956499
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(-)-Aphanorphine methyl ether was synthesized in ten steps from commercially available (2S,4R)-4-hydroxyproline, featuring the C-2 configuration inversion of an intermediate amide and intramolecular Friedel-Crafts reaction. The present work constitutes a formal synthesis of unnatural (+)-aphanorphine.
引用
收藏
页码：161 / 163
页数：3
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