Saturday, 15 June 2013

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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