A synthesis of senecionine, a representative of hepatoxic, macrocyclic pyrrolizidine alkaloids of retronecine type

Article abstract of DOI:10.1246/bcsj.67.1990

Described is a synthesis of (-)-senecionine, the best-known hepatoxic, 12-membered pyrrolizidine alkaloid of retronecine type. Integerrinecic acid lactone methyl ester was converted into protected senecic acid, which was regioselectively coupled with (+)-retronecine, achieving the first synthesis of (-)-senecionine.