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  • Unified Total Synthesis of Madangamine Alkaloids

    Suto Takahiro , Chida Noritaka , Yanagita Yuta , Nagashima Yoshiyuki , Takikawa Shinsaku , Kurosu Yasuhiro , Matsuo Naoya , Miura Kazuki , Simizu Siro , Sato Takaaki

    … <p>The full details of a unified total synthesis of madangamine alkaloids are disclosed. … The synthetic madangamine alkaloids exhibited inhibitory activities against a variety of human cancer cell lines.</p> …

    Bulletin of the Chemical Society of Japan 92(3), 545-571, 2019

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  • How Do You Increase Total Yield in Natural Product Synthesis?  [in Japanese]

    Sato Takaaki

    <p>How do you increase total yield in natural product synthesis? This is a permanent question for organic chemists. I would like to propose one answer for the question in this article.</p>

    Journal of Synthetic Organic Chemistry, Japan 76(5), 454-457, 2018

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  • Total Syntheses of Madangamine Alkaloids: Development and Application of Syntheses of Skipped Dienes  [in Japanese]

    Sato Takaaki , Suto Takahiro , Yanagita Yuta , Nagashima Yoshiyuki , Matsuo Naoya , Kurosu Yasuhiro , Takikawa Shinsaku , Chida Noritaka

    … Gratifyingly, we discovered that treatment of allene 5with (Sia)<sub>2</sub>BH caused Z-selective hydroboration to give Z-8 (97%, E/Z = 1:8.3), while the reaction of the identical allene 5with 9-BBN afforded E-8 (89%, E/Z = 11:1) (Scheme 2).</p><p>To demonstrate the practical utility of our methodology, the developed method was applied to the total synthesis of madangamine C (Scheme 5). …

    Symposium on the Chemistry of Natural Products, symposium papers 58(0), Oral23, 2016

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  • Alkaloid Synthesis Utilizing Cyclic N, O-Acetals  [in Japanese]

    YAMAZAKI Naoki , KIBAYASHI Chihiro

    Synthesis and reaction of cyclic <I>N</I>, <I>O</I>-acetals can be of potential use and versatility in construction of polycyclic nitrogen heterocycles and alkaloid synthesis, …

    Journal of Synthetic Organic Chemistry, Japan 61(9), 868-881, 2003-09-01

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  • Synthesis of the Tricyclic ABC and ACE Cores of the Madangamine Alkaloids

    Yamazaki Naoki , Kusanagi Takahiko , Inoue Junji , Kibayashi Chihiro

    … An efficient synthetic entry to the ABC and ACE ring systems common to the madangamine alkaloids has been developed. …

    Proceedings of the Symposium on Progress in Organic Reactions and Syntheses 29(0), 218-219, 2003

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