Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds

Kyoji Tsuchikama, Yusuke Kuwata, Yu Ki Tahara, Yusuke Yoshinami, Takanori Shibata

    Research output: Contribution to journalArticle

    50 Citations (Scopus)

    Abstract

    The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.

    Original languageEnglish
    Pages (from-to)3097-3099
    Number of pages3
    JournalOrganic Letters
    Volume9
    Issue number16
    DOIs
    Publication statusPublished - 2007 Aug 2

    Fingerprint

    Diynes
    Cyclization
    dienes
    Ketones
    ketones
    reaction products
    Chemical activation
    activation
    catalysts
    Catalysts
    products

    ASJC Scopus subject areas

    • Molecular Medicine

    Cite this

    Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds. / Tsuchikama, Kyoji; Kuwata, Yusuke; Tahara, Yu Ki; Yoshinami, Yusuke; Shibata, Takanori.

    In: Organic Letters, Vol. 9, No. 16, 02.08.2007, p. 3097-3099.

    Research output: Contribution to journalArticle

    Tsuchikama, Kyoji ; Kuwata, Yusuke ; Tahara, Yu Ki ; Yoshinami, Yusuke ; Shibata, Takanori. / Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds. In: Organic Letters. 2007 ; Vol. 9, No. 16. pp. 3097-3099.
    @article{56f3780d69c140628fa6ca202b2bb232,
    title = "Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds",
    abstract = "The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.",
    author = "Kyoji Tsuchikama and Yusuke Kuwata and Tahara, {Yu Ki} and Yusuke Yoshinami and Takanori Shibata",
    year = "2007",
    month = "8",
    day = "2",
    doi = "10.1021/ol0711669",
    language = "English",
    volume = "9",
    pages = "3097--3099",
    journal = "Organic Letters",
    issn = "1523-7060",
    publisher = "American Chemical Society",
    number = "16",

    }

    TY - JOUR

    T1 - Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds

    AU - Tsuchikama, Kyoji

    AU - Kuwata, Yusuke

    AU - Tahara, Yu Ki

    AU - Yoshinami, Yusuke

    AU - Shibata, Takanori

    PY - 2007/8/2

    Y1 - 2007/8/2

    N2 - The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.

    AB - The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.

    UR - http://www.scopus.com/inward/record.url?scp=34547957272&partnerID=8YFLogxK

    UR - http://www.scopus.com/inward/citedby.url?scp=34547957272&partnerID=8YFLogxK

    U2 - 10.1021/ol0711669

    DO - 10.1021/ol0711669

    M3 - Article

    VL - 9

    SP - 3097

    EP - 3099

    JO - Organic Letters

    JF - Organic Letters

    SN - 1523-7060

    IS - 16

    ER -