Synthesis of (-)-aphanorphine using aryl radical cyclization

被引:51
作者
Tamura, O [1 ]
Yanagimachi, T [1 ]
Kobayashi, T [1 ]
Ishibashi, H [1 ]
机构
[1] Kanazawa Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9200934, Japan
关键词
D O I
10.1021/ol015818j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The synthesis of (-)-aphanorphine was achieved by using Bu3SnH-mecliated aryl radical cyclization of 1-benzyloxycarbonyl-2-(2-bromo-4-methoxyphenylmethyl)-2-methoxycarbonyl-4-(phenylthiomethylene)pyrrolidine, leading to exclusive formation of the 6-exo cyclization product.
引用
收藏
页码:2427 / 2429
页数:3
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