Synthesis of (-)-8-deoxy-7-hydroxy-swainsonine and (±)-6,8-dideoxy-castanospermine

Article abstract of DOI:10.1016/S0040-4039(00)79036-8

A total synthesis of (1S,2R,7S,8aR)-1,2,7-trihydroxyindolizidine 3 has been achieved in few steps from lactam 4. The dihydroxyderivative 14 has also been prepared with the same general synthetic approach adapting a Michael addition and a thioamide-diazoketone cyclocondensation as key steps.