Diastereoselective synthesis of 3,4-dimethoxy-7-morphinanone: A potential route to morphine

Authors
Yamada, O Ogasawara, K
Citation
O. Yamada et K. Ogasawara, Diastereoselective synthesis of 3,4-dimethoxy-7-morphinanone: A potential route to morphine, ORG LETT, 2(18), 2000, pp. 2785-2788
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
18
Year of publication
2000
Pages
2785 - 2788
Database
ISI
SICI code
1523-7060(20000907)2:18<2785:DSO3AP>2.0.ZU;2-P
Abstract
Diastereoselective synthesis of racemic 3,4-dimethoxy-7-morphinanone from r acemic 2-(2,3-dimethoxyphenyl)cyclohexen-1-ol has been achieved. The relati ve structure has been determined by transformation of the product into the known 3,4-dimethoxy-6-morphinanone. Resolution of the starting cyclohexenol has also been accomplished for use in a future enantiocontrolled synthesis of morphine.