Recent Advances in the Synthesis of N-Glycosyl Compounds
Pp. 99-138 (40)
Nuno M. Xavier and Rafael Nunes
N-Glycosyl compounds, analogs of glycosides possessing an N-glycosidic
linkage, have attracted much attention as synthetic targets in medicinal chemistry, due
to their biological activities. In this chapter, the synthesis of non-nucleosidic Nglycosyl
compounds is reviewed. The groups of molecules covered herein include Nglycosylamines/
amides, sulfonamides, hydrazines, phosphoramidates and Nglycosylamino
acids, among other related derivatives. Methods for their access, based
on the literature from the last 20 years, as well as their relevance as bioactive
substances, are focused.
Biological activity, Glycals, Glycosyl azides, N-Glycosylation, NGlycosylamines,
N-Glycosylhydroxylamines, N-Glycosylalkoxyamines, NGlycosylamino
acids, N-Glycosylamides, N-Glycosyl trichloroacetamides, NGlycosylsulfonamides,
N-Glycosylhydrazines, N-Glycosylphosphoramidates, NGlycosylimines,
N-Glycosyl succinimides, O-Glycoside mimetics, Staudinger
ligation, Staudinger-type reactions.
Centro de Química e Bioquímica, Faculdade de Ciências, Universidade de Lisboa, Ed. C8, 5º Piso, Campo Grande, 1749-016 Lisboa, Portugal.