Work

Total syntheses of the parvistemoline alkaloids enabled by stereocontrolled Ir/Pd-catalyzed allylic alkylation

Year: 2024

Type: article

Abstract: -promoted reduction and Krische's Ir-catalyzed 2-(alkoxycarbonyl)allylation. Oxy-Michael addition delivered the fused tetrahydrofuran-γ-lactone scaffold. At the later stage, hydrogenation or oxidation of pyrrole moiety furnished groups of tetrahydropyrrole and pyrrolidone. Finally, vinylogous Mannich reaction of an in situ generated iminium ion or Krische's Ir-catalyzed 2-(alkoxycarbonyl)allylation of aldehyde installed the monocyclic lactone for parvistemonine (2) and didehydroparvistemonine (3), respectively.

Source: Nature Communications

DOI: 10.1038/s41467-024-55111-2