Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives

Takanori Shibata, Kyoji Tsuchikama, Maiko Otsuka

    Research output: Contribution to journalArticle

    55 Citations (Scopus)

    Abstract

    An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

    Original languageEnglish
    Pages (from-to)614-619
    Number of pages6
    JournalTetrahedron Asymmetry
    Volume17
    Issue number4
    DOIs
    Publication statusPublished - 2006 Feb 20

    Fingerprint

    Iridium
    Cycloaddition
    Chirality
    Cycloaddition Reaction
    cycloaddition
    iridium
    chirality
    Nitrogen
    Oxygen
    Derivatives
    nitrogen
    oxygen
    synthesis

    ASJC Scopus subject areas

    • Inorganic Chemistry
    • Organic Chemistry
    • Materials Chemistry
    • Drug Discovery

    Cite this

    Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives. / Shibata, Takanori; Tsuchikama, Kyoji; Otsuka, Maiko.

    In: Tetrahedron Asymmetry, Vol. 17, No. 4, 20.02.2006, p. 614-619.

    Research output: Contribution to journalArticle

    @article{67ade43407d649cfb2263098ad9031d1,
    title = "Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives",
    abstract = "An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.",
    author = "Takanori Shibata and Kyoji Tsuchikama and Maiko Otsuka",
    year = "2006",
    month = "2",
    day = "20",
    doi = "10.1016/j.tetasy.2005.12.033",
    language = "English",
    volume = "17",
    pages = "614--619",
    journal = "Tetrahedron Asymmetry",
    issn = "0957-4166",
    publisher = "Elsevier Limited",
    number = "4",

    }

    TY - JOUR

    T1 - Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives

    AU - Shibata, Takanori

    AU - Tsuchikama, Kyoji

    AU - Otsuka, Maiko

    PY - 2006/2/20

    Y1 - 2006/2/20

    N2 - An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

    AB - An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

    UR - http://www.scopus.com/inward/record.url?scp=33645856179&partnerID=8YFLogxK

    UR - http://www.scopus.com/inward/citedby.url?scp=33645856179&partnerID=8YFLogxK

    U2 - 10.1016/j.tetasy.2005.12.033

    DO - 10.1016/j.tetasy.2005.12.033

    M3 - Article

    VL - 17

    SP - 614

    EP - 619

    JO - Tetrahedron Asymmetry

    JF - Tetrahedron Asymmetry

    SN - 0957-4166

    IS - 4

    ER -