Synthesis of the Perhydroindole Nucleus by a Pummerer/Mannich Induced Cyclization Cascade

Article abstract of DOI:10.1016/S0040-4039(98)01964-9

The silicon-induced Pummerer reaction of several amido sulfoxydes possessing tethered ?-bonds proceeds by way of a thionium/N-acyliminium ion cascade to provide various azabicyclic ring systems.This cascade sequence was applied toward the synthesis of a member of the protoberberine alkaloid family.