Stereoselective synthesis of allylsilanes bearing tetrasubstituted olefin via 2,2-Diborylethylsilane

Kohei Endo, Akira Sakamoto, Takahiro Ohkubo, Takanori Shibata

    Research output: Contribution to journalArticle

    26 Citations (Scopus)

    Abstract

    The regio-and stereoselective synthesis of allylsilane derivatives bearing a tetrasubstituted olefin was achieved using 2,2-diborylethylsilane as a key intermediate. The regioselective deprotonation of a 2,2-diborylethylsilane with LTMP and the subsequent nucleophilic addition to ketones gave corresponding allylsilanes in good to excellent yield with excellent stereoselectivity.

    Original languageEnglish
    Pages (from-to)1440-1442
    Number of pages3
    JournalChemistry Letters
    Volume40
    Issue number12
    DOIs
    Publication statusPublished - 2011

    Fingerprint

    Bearings (structural)
    Alkenes
    Stereoselectivity
    Deprotonation
    Ketones
    Derivatives
    allylsilane

    ASJC Scopus subject areas

    • Chemistry(all)

    Cite this

    Stereoselective synthesis of allylsilanes bearing tetrasubstituted olefin via 2,2-Diborylethylsilane. / Endo, Kohei; Sakamoto, Akira; Ohkubo, Takahiro; Shibata, Takanori.

    In: Chemistry Letters, Vol. 40, No. 12, 2011, p. 1440-1442.

    Research output: Contribution to journalArticle

    Endo, Kohei ; Sakamoto, Akira ; Ohkubo, Takahiro ; Shibata, Takanori. / Stereoselective synthesis of allylsilanes bearing tetrasubstituted olefin via 2,2-Diborylethylsilane. In: Chemistry Letters. 2011 ; Vol. 40, No. 12. pp. 1440-1442.
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