BINAM- mono -PHOS as new entry for multinuclear copper catalysts in asymmetric conjugate addition of organozinc reagents

Kohei Endo, Ryotaro Takayama, Takanori Shibata

    Research output: Contribution to journalArticle

    10 Citations (Scopus)

    Abstract

    The readily functionalized ligands, BINAM-PHOS, participate in the copper-catalyzed asymmetric conjugate addition of organozinc reagents to enones. The incorporation of benzoyl derivatives on nitrogen atoms was crucial to promote the reaction. Notably, BINAM-PHOS derivatives gave the opposite major enantiomers to that obtained using BINOL-PHOS derivatives, which we have developed for the construction of multinuclear catalysts.

    Original languageEnglish
    Article numberST-2013-U0225-L
    Pages (from-to)1155-1159
    Number of pages5
    JournalSynlett
    Volume24
    Issue number9
    DOIs
    Publication statusPublished - 2013

    Fingerprint

    Copper
    Derivatives
    Catalysts
    Enantiomers
    Nitrogen
    Ligands
    Atoms
    naphthol BINOL

    Keywords

    • addition
    • alkylation
    • asymmetric catalysis
    • copper
    • organometallic reagents

    ASJC Scopus subject areas

    • Organic Chemistry

    Cite this

    BINAM- mono -PHOS as new entry for multinuclear copper catalysts in asymmetric conjugate addition of organozinc reagents. / Endo, Kohei; Takayama, Ryotaro; Shibata, Takanori.

    In: Synlett, Vol. 24, No. 9, ST-2013-U0225-L, 2013, p. 1155-1159.

    Research output: Contribution to journalArticle

    @article{25070f04bfef472ebf6315897cdf39e0,
    title = "BINAM- mono -PHOS as new entry for multinuclear copper catalysts in asymmetric conjugate addition of organozinc reagents",
    abstract = "The readily functionalized ligands, BINAM-PHOS, participate in the copper-catalyzed asymmetric conjugate addition of organozinc reagents to enones. The incorporation of benzoyl derivatives on nitrogen atoms was crucial to promote the reaction. Notably, BINAM-PHOS derivatives gave the opposite major enantiomers to that obtained using BINOL-PHOS derivatives, which we have developed for the construction of multinuclear catalysts.",
    keywords = "addition, alkylation, asymmetric catalysis, copper, organometallic reagents",
    author = "Kohei Endo and Ryotaro Takayama and Takanori Shibata",
    year = "2013",
    doi = "10.1055/s-0033-1338439",
    language = "English",
    volume = "24",
    pages = "1155--1159",
    journal = "Synlett",
    issn = "0936-5214",
    publisher = "Georg Thieme Verlag",
    number = "9",

    }

    TY - JOUR

    T1 - BINAM- mono -PHOS as new entry for multinuclear copper catalysts in asymmetric conjugate addition of organozinc reagents

    AU - Endo, Kohei

    AU - Takayama, Ryotaro

    AU - Shibata, Takanori

    PY - 2013

    Y1 - 2013

    N2 - The readily functionalized ligands, BINAM-PHOS, participate in the copper-catalyzed asymmetric conjugate addition of organozinc reagents to enones. The incorporation of benzoyl derivatives on nitrogen atoms was crucial to promote the reaction. Notably, BINAM-PHOS derivatives gave the opposite major enantiomers to that obtained using BINOL-PHOS derivatives, which we have developed for the construction of multinuclear catalysts.

    AB - The readily functionalized ligands, BINAM-PHOS, participate in the copper-catalyzed asymmetric conjugate addition of organozinc reagents to enones. The incorporation of benzoyl derivatives on nitrogen atoms was crucial to promote the reaction. Notably, BINAM-PHOS derivatives gave the opposite major enantiomers to that obtained using BINOL-PHOS derivatives, which we have developed for the construction of multinuclear catalysts.

    KW - addition

    KW - alkylation

    KW - asymmetric catalysis

    KW - copper

    KW - organometallic reagents

    UR - http://www.scopus.com/inward/record.url?scp=84876376254&partnerID=8YFLogxK

    UR - http://www.scopus.com/inward/citedby.url?scp=84876376254&partnerID=8YFLogxK

    U2 - 10.1055/s-0033-1338439

    DO - 10.1055/s-0033-1338439

    M3 - Article

    VL - 24

    SP - 1155

    EP - 1159

    JO - Synlett

    JF - Synlett

    SN - 0936-5214

    IS - 9

    M1 - ST-2013-U0225-L

    ER -