Manganese triacetate oxidative lactonisation of electron-rich stilbenes possessing catechol and resorcinol substitution (resveratrol analogues)

N. F. Thomas, K. C. Lee, Thomas Paraidathathu, J. F F Weber, K. Awang

    Research output: Contribution to journalArticle

    13 Citations (Scopus)

    Abstract

    Treatment of 3,5-dimethoxy-12-benzyloxystilbene 10a or 3,4-dimethoxy-12-benzyloxystilbene 10b with Mn(OAc)3 in acetic anhydride containing 13% acetic acid produced the lactones 4-(4′-benzyloxyphenyl)-5-(3′,5′-dimethoxyphenyl)-furan-2- one 11a and 4-(4-benzyloxyphenyl)-5-(3′,4′-dimethoxyphenyl)-furan-2-one 13 in yields of 35% as a 3:1 diastereomeric mixture (but as one regioisomer) and 13% as a mixture of regioisomers (1:1), respectively.

    Original languageEnglish
    Pages (from-to)3151-3155
    Number of pages5
    JournalTetrahedron Letters
    Volume43
    Issue number17
    DOIs
    Publication statusPublished - 22 Apr 2002

    Fingerprint

    Stilbenes
    Manganese
    Substitution reactions
    Electrons
    Lactones
    Acetic Acid
    resorcinol
    resveratrol
    furan
    catechol
    acetic anhydride

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

    Cite this

    Manganese triacetate oxidative lactonisation of electron-rich stilbenes possessing catechol and resorcinol substitution (resveratrol analogues). / Thomas, N. F.; Lee, K. C.; Paraidathathu, Thomas; Weber, J. F F; Awang, K.

    In: Tetrahedron Letters, Vol. 43, No. 17, 22.04.2002, p. 3151-3155.

    Research output: Contribution to journalArticle

    Thomas, N. F. ; Lee, K. C. ; Paraidathathu, Thomas ; Weber, J. F F ; Awang, K. / Manganese triacetate oxidative lactonisation of electron-rich stilbenes possessing catechol and resorcinol substitution (resveratrol analogues). In: Tetrahedron Letters. 2002 ; Vol. 43, No. 17. pp. 3151-3155.
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