ABSTRACT

Ligation of aldehydes and ketones with aminooxy, hydrazide, or semicarbazide groups is an important tool toward neoglycoconjugates.1 In this context, the transformation of the anomeric position into O-oxyamino glycosides and glycopeptide mimetics has been extensively studied.2,3 Also, inter-glycosidic oxyamino linkages have been observed to occur in some natural products, such as calicheamicin and esperamicin.4 Efforts toward synthesis of the corresponding oligosaccharides have also been described.5 The ready formation of oximes from glycosylhydroxylamines has served for the preparation of chemical library of glycomimetic inhibitors for galectins6 and more recently for construction of glycan microarrays.7