Synthesis of (-)-aphanorphine using aryl radical cyclization

Citation
O. Tamura et al., Synthesis of (-)-aphanorphine using aryl radical cyclization, ORG LETT, 3(16), 2001, pp. 2427-2429
Citations number
24
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
16
Year of publication
2001
Pages
2427 - 2429
Database
ISI
SICI code
1523-7060(20010809)3:16<2427:SO(UAR>2.0.ZU;2-J
Abstract
[GRAPHICS] The synthesis of (-)-aphanorphine was achieved by using Bu3SnH-mecliated ar yl radical cyclization of 1-benzyloxycarbonyl-2-(2-bromo-4-methoxyphenylmet hyl)-2-methoxycarbonyl-4-(phenylthiomethylene)pyrrolidine, leading to exclu sive formation of the 6-exo cyclization product.