Stereocontrolled Total Synthesis of (+)-UCS1025A

Authors

  • Dr. Kenji Uchida,

    1. School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • Takahiro Ogawa,

    1. School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • Yoshinori Yasuda,

    1. School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • Hiraku Mimura,

    1. Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan)
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  • Dr. Teppei Fujimoto,

    1. Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan)
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  • Prof. Dr. Tohru Fukuyama,

    1. Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan)
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  • Dr. Toshiyuki Wakimoto,

    1. Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan)
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  • Dr. Tomohiro Asakawa,

    1. School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • Dr. Yoshitaka Hamashima,

    1. School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • Prof. Dr. Toshiyuki Kan

    Corresponding author
    1. School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
    • School of Pharmaceutical Sciences, University of Shizuoka and Global COE Program, 52-1 Yada, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • The authors thank Dr. Shinji Nara and Dr. Yutaka Kanda (Kyowa Hakko Kirin Co. Ltd) for providing a natural sample of 1. This work was financially supported by the Takeda Science Foundation, the Naito Foundation, the Uehara Memorial Foundation, the Nagase Science and Technology Foundation, MEXT/JSPS KAKENHI Grant Number 23390007, and a Grant-in-Aid for Scientific Research on Priority Areas 12045232 from the Ministry of Education, Culture, Sports, Science and Technology (MEXT) of Japan.

Abstract

original image

Alles im Griff: Eine stereokontrollierte Totalsynthese des Telomerasehemmers (+)-UCS1025A wird vorgestellt. Schlüsselschritte sind eine intramolekulare Diels-Alder-Reaktion, eine Tandemsequenz aus Staudinger- und Aza-Wittig-Reaktion und die stereoselektive Einführung der Halbaminal-Einheit unter Beteiligung einer Nachbargruppe.

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