Ferrier-type N-glycosylation: synthesis of N-glycosides of enone sugars.
J Org Chem
; 78(3): 1293-9, 2013 Feb 01.
Article
em En
| MEDLINE
| ID: mdl-23289793
ABSTRACT
A mild and efficient protocol for the stereoselective synthesis of N-glycosides of enone sugars has been developed. The reaction proceeds to provide N-glycosides of enone sugars in moderate to good yields with preferential α-anomeric selectivity. Additionally, applications of the N-glycosides of enone sugar derivatives as precursor to assemble some biochemically functional derivatives have also been explored. This includes the use of N-glycosides of enone sugars as reactive dienophile in asymmetric synthesis of bicyclic adduct through Diels-Alder cycloaddition reaction.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Carboidratos
/
Glicosídeos
Idioma:
En
Ano de publicação:
2013
Tipo de documento:
Article