Enantioselective organocatalytic aryloxylation of aldehydes with o-quinones

Felix A. Hernandez-Juan, Dane M. Cockfield, Darren J. Dixon

    Research output: Contribution to journalArticlepeer-review


    An enantioselective organocatalytic inverse electron demand hetero Diels-Alder reaction of in situ generated enamines with o-quinone reagents is reported. The method, which is optimal in wet acetonitrile at ambient temperature, provides a new and direct asymmetric route to the aryl alkyl ether motif and an alternative metal-free strategy to SN2 substitutions with phenolate nucleophiles. © 2007 Elsevier Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)1605-1608
    Number of pages3
    JournalTetrahedron Letters
    Issue number9
    Publication statusPublished - 26 Feb 2007


    • Aryloxylation
    • Diels-Alder
    • Enamine
    • Enantioselective organocatalysis
    • o-Quinone


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