Synthesis of methyl 4-acetamido-2,4-dideoxy-D-glycero-D-galacto-octopyranoside, a decarboxyneuraminic acid analogue

Article abstract of DOI:10.1016/0008-6215(92)84183-S

3,4-O-Isopropylidene-D-arabinose (3) was transformed by a Wittig reaction into (E/Z)-2,3,4-trideoxy-6,7-O-isopropylidene-D-arabino-oct-3-enose propane-1,3-diyl acetal (5c). The 8-benzoate (7c) of 5c reacted with 3-chloroperoxybenzoic acid to give 3,4-anhy