Atropisomerism at C - S bonds: Asymmetric synthesis of diaryl sulfones by dynamic resolution under thermodynamic control

Jonathan Clayden, James Senior, Madeleine Helliwell

    Research output: Contribution to journalArticlepeer-review

    Abstract

    A powerful conformational preference exhibited by a diaryl sulfone axis lying ortho to a sulfinyl substituent enabled the dynamic resolution of atropisomeric diaryl sulfones under thermodynamic control (see scheme; e.r.=enantiomeric ratio). These compounds are the first resolvable compounds exhibiting atropisomerism at C-S bonds. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
    Original languageEnglish
    Pages (from-to)6270-6273
    Number of pages3
    JournalAngewandte Chemie - International Edition
    Volume48
    Issue number34
    DOIs
    Publication statusPublished - 10 Aug 2009

    Keywords

    • Atropisomerism
    • Dynamic resolution
    • Rotational barriers
    • Sulfones
    • Sulfoxides

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