Synthesis of optically active, unnatural α-substituted glutamic acid derivatives by a chiral calcium-catalyzed 1,4-addition reaction

Tetsu Tsubogo, Yuichiro Kano, Koki Ikemoto, Yasuhiro Yamashita, Sh Kobayashi

    Research output: Contribution to journalArticlepeer-review

    30 Citations (Scopus)

    Abstract

    The first catalytic asymmetric 1,4-addition reactions of azlactones with acrylic esters have been developed. A chiral coordinative calcium catalyst was found to be effective for these reactions, and the desired 1,4-adducts were obtained in good yields and enantioselectivities. The product was converted to the corresponding α-alkylated glutamic acid by acid hydrolysis.

    Original languageEnglish
    Pages (from-to)1221-1225
    Number of pages5
    JournalTetrahedron Asymmetry
    Volume21
    Issue number9-10
    DOIs
    Publication statusPublished - 2010 May 17

    ASJC Scopus subject areas

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

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