Rhizophoraceae alkaloids. Part III. Cassipourine
Abstract
Cassipourine, C14H22N2S4, a ditertiary base, gives pyrrolo[1,2-a]pyrrolidine by zinc-dust distillation, and pyrrolizidine by desulphurisation with Raney nickel. Oxidation of cassipourine with hydrogen peroxide gives the di-N-oxide and with concentrated nitric acid pyrrolizidine disulphonic acid N-oxide. The reactions are discussed on the basis of the structures as 1α,1′β:2β,2′α-(bisdithiodi-8α-pyrrolizidine) determined by X-ray analysis.