ENANTIOSPECIFIC SYNTHESIS OF (6R, 7S, 8aR)-DIHYDROXYINDOLIZIDINE AND (6R, 7R, 8S, 8aR)-TRIHYDROXYINDOLIZIDINE FROM D-GLUCOSE.

Article abstract of DOI:10.1016/S0040-4039(00)96576-6

Enantiospecific synthesis of (6R, 7S, 8aR)-dihydroxyindolizidine (1) and (6R, 7R, 8S, 8aR)-trihydroxyindolizidine (2) from readily available methyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside (5) are described.