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Baeyer-Villiger oxidation

  • Page ID
    15603
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    Baeyer-Villiger oxidation is the oxidation of a ketone to a carboxylic acid ester using a peroxyacid as the oxidizing agent. eg. 1:

    baeyervilligeroxidation1.png

    eg. 2:

    baeyervilligeroxidation3.png

    Mechanism

    baeyervilligeroxidation4.png

    When the two ligands on the carbonyl carbon in the ketone are different, Baeyer-Villiger oxidation is regioselective. Of the two alpha carbons in the ketone, the one that can stabilize a positive charge more effectively, which is the more highly substituted one, migrates from carbon to oxygen preferentially.

    eg. 1:

    eg. 2:

    baeyervilligeroxidation6.png


    Baeyer-Villiger oxidation is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by LibreTexts.

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