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Total Syntheses of Amphidinolides B, G, and H

Authors

  • Akihiro Hara,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
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  • Ryo Morimoto,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
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  • Yuki Iwasaki,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
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  • Dr. Tsuyoshi Saitoh,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
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  • Dr. Yuichi Ishikawa,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
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  • Prof. Dr. Shigeru Nishiyama

    Corresponding author
    1. Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
    • Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522 (Japan)
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  • This work was financially supported by The Science Research Promotion Fund from The Promotion and Mutual Aid Corporation for Private Schools of Japan from MEXT. A.H. was indebted to the Sasagawa Foundation. We thank Prof. Dr. J. Kobayashi and Prof. Dr. T. Kubota (University of Hokkaido) for a gift of their spectral data. We are also grateful to T. Wakamatsu and K. Kariya for technical assistance.

Abstract

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Nicht eins, nicht zwei, sondern drei: Die drei Titelverbindungen, die in Nanogramm-Mengen gegen Tumorzelllinien wirksam sind, wurden durch Totalsynthesen hergestellt. Neben einem Protokoll zur Dien-Konstruktion kamen ein diastereoselektiver Aldolprozess und Ringschlussmetathesen (RCM) zum Aufbau der 26- und 27-gliedrigen Makrolactonringe zur Anwendung.

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