Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media

Shun Hirasawa, Ken Mukai, Shinnosuke Sakai, Shinnosuke Wakamori, Takahiro Hasegawa, Kazunori Souma, Nobuhiro Kanomata, Narihito Ogawa, Mamoru Aizawa, Makoto Emoto

    研究成果: Article

    抄録

    Azaspirene and related congeners, which possess various biological activities, have a unique spirocyclic core structure. However, there are few studies on the chemical properties of (-)-azaspirene, despite the fact that it may provide important insights into unveiling the biosynthetic pathway. Here, we report a nine-step chemical synthesis of an azaspirene analogue with a new finding that the natural (-)-azaspirene skeleton easily racemizes in neutral aqueous media.

    元の言語English
    ページ(範囲)14457-14464
    ページ数8
    ジャーナルJournal of Organic Chemistry
    83
    発行部数23
    DOI
    出版物ステータスPublished - 2018 12 7

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    Bioactivity
    Chemical properties
    azaspirene
    Biosynthetic Pathways

    ASJC Scopus subject areas

    • Organic Chemistry

    これを引用

    Hirasawa, S., Mukai, K., Sakai, S., Wakamori, S., Hasegawa, T., Souma, K., ... Emoto, M. (2018). Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media. Journal of Organic Chemistry, 83(23), 14457-14464. https://doi.org/10.1021/acs.joc.8b02223

    Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media. / Hirasawa, Shun; Mukai, Ken; Sakai, Shinnosuke; Wakamori, Shinnosuke; Hasegawa, Takahiro; Souma, Kazunori; Kanomata, Nobuhiro; Ogawa, Narihito; Aizawa, Mamoru; Emoto, Makoto.

    :: Journal of Organic Chemistry, 巻 83, 番号 23, 07.12.2018, p. 14457-14464.

    研究成果: Article

    Hirasawa, S, Mukai, K, Sakai, S, Wakamori, S, Hasegawa, T, Souma, K, Kanomata, N, Ogawa, N, Aizawa, M & Emoto, M 2018, 'Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media', Journal of Organic Chemistry, 巻. 83, 番号 23, pp. 14457-14464. https://doi.org/10.1021/acs.joc.8b02223
    Hirasawa S, Mukai K, Sakai S, Wakamori S, Hasegawa T, Souma K その他. Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media. Journal of Organic Chemistry. 2018 12 7;83(23):14457-14464. https://doi.org/10.1021/acs.joc.8b02223
    Hirasawa, Shun ; Mukai, Ken ; Sakai, Shinnosuke ; Wakamori, Shinnosuke ; Hasegawa, Takahiro ; Souma, Kazunori ; Kanomata, Nobuhiro ; Ogawa, Narihito ; Aizawa, Mamoru ; Emoto, Makoto. / Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media. :: Journal of Organic Chemistry. 2018 ; 巻 83, 番号 23. pp. 14457-14464.
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    AU - Wakamori, Shinnosuke

    AU - Hasegawa, Takahiro

    AU - Souma, Kazunori

    AU - Kanomata, Nobuhiro

    AU - Ogawa, Narihito

    AU - Aizawa, Mamoru

    AU - Emoto, Makoto

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