ol015818j_si_001.pdf (37.44 kB)
Synthesis of (−)-Aphanorphine Using Aryl Radical Cyclization
journal contribution
posted on 2001-07-07, 00:00 authored by Osamu Tamura, Takehiko Yanagimachi, Tetsuya Kobayashi, Hiroyuki IshibashiThe 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.