Asymmetric synthesis of multi-substituted triptycenes via enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione

Takanori Shibata, Yuri Kamimura

    Research output: Contribution to journalArticle

    3 Citations (Scopus)

    Abstract

    Enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione by alkynyllithium reagents prepared from alkynes, n-BuLi, and sparteine gave chiral cis-diols possessing two alkyne moieties with moderate ee. Subsequent Ru-catalyzed [2+2+2] cycloaddition of the diol with alkynes afforded chiral 1,5-dibromotriptycenes.

    Original languageEnglish
    Pages (from-to)41-45
    Number of pages5
    JournalTetrahedron Asymmetry
    Volume26
    Issue number1
    DOIs
    Publication statusPublished - 2015 Jan 15

    Fingerprint

    Alkynes
    Cycloaddition
    Dione
    alkynes
    synthesis
    Sparteine
    cycloaddition
    reagents

    ASJC Scopus subject areas

    • Organic Chemistry
    • Inorganic Chemistry
    • Physical and Theoretical Chemistry
    • Catalysis

    Cite this

    Asymmetric synthesis of multi-substituted triptycenes via enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione. / Shibata, Takanori; Kamimura, Yuri.

    In: Tetrahedron Asymmetry, Vol. 26, No. 1, 15.01.2015, p. 41-45.

    Research output: Contribution to journalArticle

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