Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product

Takanori Shibata, Kimiko Iwahashi, Tsuneomi Kawasaki, Kenso Soai

    Research output: Contribution to journal › Article

    21 Citations (Scopus)

    Abstract

    In the presence of various chiral secondary alcohols as chiral initiators, an enantioselective alkylation of a pyrimidine-5-carbaldehyde using diisopropylzinc was examined: a pyrimidyl alkanol was obtained in high yield and enantiomeric excess. The correlation between the absolute configuration of the chiral secondary alcohols and the pyrimidyl alkanol is discussed.

    Original languageEnglish
    Pages (from-to)1759-1762
    Number of pages4
    JournalTetrahedron Asymmetry
    Volume18
    Issue number15
    DOIs
    Publication statusPublished - 2007 Aug 9

    Fingerprint

    autocatalysis
    initiators
    alcohols
    Alcohols
    alkylation
    Alkylation
    pyrimidines
    products
    configurations
    pyrimidine

    ASJC Scopus subject areas

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

    Cite this

    Chiral secondary alcohol-induced asymmetric autocatalysis : correlation between the absolute configuration of the chiral initiators and the product. / Shibata, Takanori; Iwahashi, Kimiko; Kawasaki, Tsuneomi; Soai, Kenso.

    In: Tetrahedron Asymmetry, Vol. 18, No. 15, 09.08.2007, p. 1759-1762.

    Research output: Contribution to journal › Article

    Shibata, T, Iwahashi, K, Kawasaki, T & Soai, K 2007, 'Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product', Tetrahedron Asymmetry, vol. 18, no. 15, pp. 1759-1762. https://doi.org/10.1016/j.tetasy.2007.07.030
    Shibata T, Iwahashi K, Kawasaki T, Soai K. Chiral secondary alcohol-induced asymmetric autocatalysis: correlation between the absolute configuration of the chiral initiators and the product. Tetrahedron Asymmetry. 2007 Aug 9;18(15):1759-1762. https://doi.org/10.1016/j.tetasy.2007.07.030
    Shibata, Takanori ; Iwahashi, Kimiko ; Kawasaki, Tsuneomi ; Soai, Kenso. / Chiral secondary alcohol-induced asymmetric autocatalysis : correlation between the absolute configuration of the chiral initiators and the product. In: Tetrahedron Asymmetry. 2007 ; Vol. 18, No. 15. pp. 1759-1762.
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