Synthesis of 2-amino-2-deoxy-D-hexopyranosides from 4-O-trichloroacetimidyl-D-hex-2-enopyranoside by [3,3]-sigmatropic rearrangement

Article abstract of DOI:10.1016/S0040-4039(00)60858-4

2-Amino-2-deoxysugars, D-mannosamine and D-altrosamine derivatives were synthesized together with D-idosamine and D-talosamine ones from a 2-deoxy-2-trichloroacetamido-hex-3-enopyranoside. This key intermediate was prepared by regio- and stereoselective [