Synthesis of aspergillide A via proline-catalyzed trans-to-cis isomerization of a substituted tetrahydropyran

Tomohiro Nagasawa, Tomoo Nukada, Shigefumi Kuwahara

    研究成果: Article査読

    20 被引用数 (Scopus)

    抄録

    The transformation of a common synthetic intermediate of aspergillides B and C into aspergillide A, a cytotoxin produced by a marine-derived fungus, has been accomplished in an eleven-step sequence involving an efficient proline-catalyzed isomerization of a 2,6-trans-substituted tetrahydropyran-2- acetaldehyde intermediate into the corresponding cis isomer and the Yamaguchi macrolactonization as the key steps.

    本文言語English
    ページ(範囲)2882-2888
    ページ数7
    ジャーナルTetrahedron
    67
    16
    DOI
    出版ステータスPublished - 2011 4月 22

    ASJC Scopus subject areas

    • 生化学
    • 創薬
    • 有機化学

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