STUDIES ON HISTRIONICOTOXIN: REARRANGEMENT OF THE SPIROCYCLIC HISTRIONICOTOXIN CARBON SKELETON INTO THE FUSED PUMILIOTOXIN SKELETON

Article abstract of DOI:10.1016/0040-4039(80)80147-X

On the treatment with acid the spirocyclic ketoamine 5 undergoes a retro-Mannich reaction followed by recondensation to give the unsaturated imine 8, thus converting the histrionicotoxin carbon skeleton into the pumiliotoxin C skeleton.