NITROGEN GLYCOSYLATION REACTIONS INVOLVING PYRIMIDINE AND PURINE NUCLEOSIDE BASES WITH FURANOSIDE SUGARS

Citation
Lj. Wilson et al., NITROGEN GLYCOSYLATION REACTIONS INVOLVING PYRIMIDINE AND PURINE NUCLEOSIDE BASES WITH FURANOSIDE SUGARS, Synthesis, (12), 1995, pp. 1465
Citations number
71
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
12
Year of publication
1995
Database
ISI
SICI code
0039-7881(1995):12<1465:NGRIPA>2.0.ZU;2-G
Abstract
Different approaches for the synthesis of nucleoside analogs (potentia l HIV inhibitors) are described. Starting from a suitably substituted furanose ring, it is demonstrated that a high facial stereocontrol of the glycosylation reaction can be effected. Different reaction conditi ons including Lewis acid promoted, S(N)2 displacement and some enzymat ic methodologies for the stereoselective synthesis of these compounds are reviewed.