Synthesis and transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O- isopropylidene-1,2,3-cyclopentanetriol: Synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3- cyclopentanetriol

Article abstract of DOI:10.1016/S0957-4166(97)00236-X

The synthesis and some new transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3 -cyclopentanetriol are described. Particularly relevant is the synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylide-1,2,3-cyclopentanetriol 7 from D-ribonolactone, via intermediate 1, in eight steps and 12% overall yield.