Total Synthesis of Dictyodendrins by the Gold‐Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles

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  • Junpei Matsuoka
    Graduate School of Pharmaceutical Sciences Kyoto University, Sakyo-ku Kyoto 606-8501 Japan
  • Yuka Matsuda
    Graduate School of Pharmaceutical Sciences Kyoto University, Sakyo-ku Kyoto 606-8501 Japan
  • Yuiki Kawada
    Graduate School of Pharmaceutical Sciences Kyoto University, Sakyo-ku Kyoto 606-8501 Japan
  • Shinya Oishi
    Graduate School of Pharmaceutical Sciences Kyoto University, Sakyo-ku Kyoto 606-8501 Japan
  • Hiroaki Ohno
    Graduate School of Pharmaceutical Sciences Kyoto University, Sakyo-ku Kyoto 606-8501 Japan

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<jats:title>Abstract</jats:title><jats:p>In total and formal syntheses of dictyodendrins B, C, E, and F, the key step involved the direct construction of the pyrrolo[2,3‐<jats:italic>c</jats:italic>]carbazole core by the gold‐catalyzed annulation of a conjugated diyne with a pyrrole to form three bonds and two aromatic rings. The subsequent introduction of substituents at the C1 (Suzuki–Miyaura coupling), C2 (addition to an aldehyde), N3 (alkylation), and C5 positions (Ullman coupling) provided divergent access to dictyodendrins.</jats:p>

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