DYNAMIC DIASTEREOMERIC SALT RESOLUTION OF NARWEDINE AND ITS TRANSFORMATION TO (-)-GALANTHAMINE

Authors
CHAPLIN DA JOHNSON NB PAUL JM POTTER GA
Citation
Da. Chaplin et al., DYNAMIC DIASTEREOMERIC SALT RESOLUTION OF NARWEDINE AND ITS TRANSFORMATION TO (-)-GALANTHAMINE, Tetrahedron letters, 39(37), 1998, pp. 6777-6780
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
37
Year of publication
1998
Pages
6777 - 6780
Database
ISI
SICI code
0040-4039(1998)39:37<6777:DDSRON>2.0.ZU;2-Q
Abstract
Racemic narwedine may be resolved by means of a dynamic diastereomeric salt formation using di-p-toluoyl-o-tartaric acid. Both the 1:1 and 2 :1 salts are formed in excellent yields and diastereomeric excesses. T hese salts are reduced in a highly diastereoselective and chemoselecti ve manner to give (-)-galanthamine. (C) 1998 Elsevier Science Ltd. All rights reserved.