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Stereocontrolled Synthesis of the Portimine Skeleton via Organocatalyst-Mediated Asymmetric Stannylation and Stereoretentive C(<i>sp</i><sup>3</sup>)-C(<i>sp</i><sup>2</sup>) Stille Coupling.


ABSTRACT: Our efforts toward the synthesis of the marine natural product portimine are described. The key to the synthesis of the skeleton is a stereoretentive copper-catalyzed C(sp3)-C(sp2) Stille-type cross-coupling that enables the convergent assembly of functionalized fragments. The core skeleton of portimine was constructed via ring-closing metathesis and transannular acetal formation.

SUBMITTER: Sato D 

PROVIDER: S-EPMC11791881 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature