Published January 1, 2019 | Version v1
Journal article Open

Total Synthesis of Olivacine and Ellipticine via a Lactone Ring Opening and Aromatization Cascade

  • 1. TUBITAK Marmara Res Ctr, Inst Chem Technol, TR-41470 Kocaeli, Turkey
  • 2. Suleyman Demirel Univ, Dept Chem, TR-32260 Isparta, Turkey

Description

Effective preparation of olivacine and ellipticine via late-stage D-ring cyclization is described. Key features of the synthetic routes include trifluoroacetic acid-mediated formation of a lactone that is fused to a tetrahydrocarbazole derivative and its one-pot two-step ring opening and aromatization mediated by para-toluenesulfonic acid and palladium on carbon, respectively.

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