Baeyer-Villiger Oxidation

Mechanism of the Baeyer-Villiger Oxidation

Original publication	Ber. Dtsch. Chem. Ges.. 1899, 32, 3625. J. Med. Chem.. 2014, 57, 878.
Reviews	Angew. Chem. Int. Ed.. 1998, 37, 1198. Chem. Rev.. 2004, 104, 4105. Eur. J. Org. Chem.. 1999, 0, 737. Org. React.. 1993, 43, 251.

Sample reactions

mCPBA

CH2Cl2

95%

H2O2, NaOH

H2O, MeOH

RT, 2.5 h, 42%

"The product was selectively cristallized from the resulting mixture of isomers."

AcOOH, NaOAc

AcOH, H2O

RT to 80 °C, 16 h, 85% (2 steps)

NaOH, Ph3COOH

Acetone, H2O

-30 °C, 2 h, 86%

H2O2 (Urea complex), (CF3CO)2O

CH2Cl2

RT, 45 h, 63%

mCPBA

CH2Cl2

RT, 16 h

mCPBA

CH2Cl2

mCPBA, CF3CO2H

CH2Cl2

5 °C, 16 h, 87%

mCPBA, Na2HPO4

CH2Cl2

RT, 15 h, 61%

mCPBA

CH2Cl2

RT, , 90%