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Total Spontaneous Resolution by Deracemization of Isoindolinones

Authors

  • Fumitoshi Yagishita,

    1. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
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  • Hiroki Ishikawa,

    1. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
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  • Tatsuo Onuki,

    1. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
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  • Shoko Hachiya,

    1. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
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  • Prof. Takashi Mino,

    1. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
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  • Prof. Masami Sakamoto

    Corresponding author
    1. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
    • Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan)
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  • This work was supported by Grants-in-Aid for Scientific Research (Nos. 21350024, 22655012) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT) of the Japanese Government.

Abstract

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Getrennt: Die Racematspaltung von 3-Hydroxy-3-phenylisoindolin-1-onen gelang mit der Methode der bevorzugten Kristallisation. Die Verbindungen wurden durch Ringöffnungs- und Ringschlussreaktionen über achirale Intermediate effektiv racemisiert. Nach Kristallisation aus Toluol mit 1,8-Diazabicyclo[5.4.0]undec-7-en (DBU) und Verdampfen des Lösungsmittels wurden optisch aktive Kristalle quantitativ und mit hohen ee-Werten erhalten.

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