Asymmetric fluorination of β-keto esters catalyzed by chiral rare earth perfluorinated organophosphates

Shoko Suzuki, Hiroshi Furuno, Yasuo Yokoyama, Junji Inanaga

    研究成果: Contribution to journalArticle査読

    74 被引用数 (Scopus)

    抄録

    Novel chiral rare earth metal complexes bearing perfluorinated binaphthyl phosphate ligand RE[(R)-F8BNP]3 (RE = rare earth; F8BNP = 5,5′,6,6′,7,7′,8,8′-octafluoro-1,1′-binaph thyl-2,2′-diyl phosphate) have been synthesized and used as a catalyst for the asymmetric electrophilic fluorination reaction of β-keto esters. The use of Sc[(R)-F8BNP]3 catalyst in combination with 1-fluoropyridinium triflate (NFPY-OTf) as a fluorinating agent was found to give the desired α-fluoro-β-keto esters in high chemical yields and enantiomeric excesses (up to 88% ee) under mild conditions.

    本文言語英語
    ページ(範囲)504-507
    ページ数4
    ジャーナルTetrahedron Asymmetry
    17
    4
    DOI
    出版ステータス出版済み - 2 20 2006

    All Science Journal Classification (ASJC) codes

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

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