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Synthesis of (−)-Aphanorphine Using Aryl Radical Cyclization

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journal contribution
posted on 07.07.2001, 00:00 by Osamu Tamura, Takehiko Yanagimachi, Tetsuya Kobayashi, Hiroyuki Ishibashi
The synthesis of (−)-aphanorphine was achieved by using Bu3SnH-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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