Synthesis of (-)-aphanorphine using aryl radical cyclization |
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Authors: | Tamura O Yanagimachi T Kobayashi T Ishibashi H |
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Affiliation: | Faculty of Pharmaceutical Sciences, Kanazawa University, Takara-machi, Kanazawa 920-0934, Japan. |
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Abstract: | [structure: see text] The synthesis of (-)-aphanorphine was achieved by using Bu(3)SnH-mediated 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. |
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