Total Synthesis of 3-<i>epi</i>-Juruenolide C

  • Kutsumura Noriki
    International Institute for Integrative Sleep Medicine (WPI-IIIS), University of Tsukuba Department of Chemistry, Faculty of Science, Tokyo University of Science
  • Inagaki Mai
    Department of Chemistry, Faculty of Science, Tokyo University of Science
  • Kiriseko Akito
    Department of Chemistry, Faculty of Science, Tokyo University of Science
  • Saito Takao
    Department of Chemistry, Faculty of Science, Tokyo University of Science

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  • Highlighted Paper selected by Editor-in-Chief : Total Synthesis of 3-epi-Juruenolide C

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<p>In this study, the total synthesis of 3-epi-juruenolide C is achieved in 10 steps (longest linear sequence) starting from ethyl (2E,4S,5S)-4,5-dihydroxy-2-hexenoate. The synthetic highlights of our approach include one-pot regioselective bromination, intramolecular carbonylation using bis(triphenylphosphine)dicarbonylnickel, and face-selective hydrogenation using a homogeneous Wilkinson’s catalyst.</p>

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