Synthesis of 2-amino-2-deoxy-D-hexopyranoside-containing disaccharides involving glycosylation and [3,3] sigmatropic rearrangement

Article abstract of DOI:10.1055/s-1996-4219

The syntheses of D-mannosamine 15, D-idosamine 16, D-altrosamine 19, and D-tallosamine 20 derivatives of 2-amino-2-deoxy-D-hexopyranoside-containing disaccharides were achieved by [3,3] sigmatropic rearrangement reaction of the disaccharide 13 having a 4-trichloroacetimidate-2-enoside group, prepared in turn by glycosylation of thioglycosyl donors using Pd(CH₃CN)₂Cl₂-AgOTf as a promoter.