Synthetic studies on (-)-FR182877

construction of the ABCD ring system via the intramolecular cycloadditions (2)

Natsumi Tanaka, Takahiro Suzuki, Yosuke Hosoya, Masahisa Nakada

    Research output: Contribution to journalArticle

    15 Citations (Scopus)

    Abstract

    Construction of the ABCD ring system of (-)-FR182877 via the intramolecular Diels-Alder (IMDA) reaction and the highly diastereoselective intramolecular hetero-Diels-Alder (IMHDA) reaction is described. The IMHDA reactions of the substrates incorporating the oxabutadiene with the E- or Z-alkene were examined, revealing that the sole product was obtained from both substrates and the E-alkene geometry was found to be crucial to obtaining the desired product.

    Original languageEnglish
    Pages (from-to)6488-6492
    Number of pages5
    JournalTetrahedron Letters
    Volume48
    Issue number37
    DOIs
    Publication statusPublished - 2007 Sep 10

    Fingerprint

    Cycloaddition
    Cycloaddition Reaction
    Alkenes
    Substrates
    Geometry
    FR 182877

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

    Cite this

    Synthetic studies on (-)-FR182877 : construction of the ABCD ring system via the intramolecular cycloadditions (2). / Tanaka, Natsumi; Suzuki, Takahiro; Hosoya, Yosuke; Nakada, Masahisa.

    In: Tetrahedron Letters, Vol. 48, No. 37, 10.09.2007, p. 6488-6492.

    Research output: Contribution to journalArticle

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