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:
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:
References
- Gamini Gunawardena from the OChemPal site (Utah Valley University)