Baeyer-Villiger Oxidation

Baeyer-Villiger oxidation is the oxidation of ketones to carboxylic acid esters using a peroxyacid as the oxidizing agent.



eg. 1:



eg. 2:



Mechanism:



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:



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