Oppenauer Oxidation

The Aluminium-catalyzed Hydride Shift From The α-carbon Of An Alcohol Component To The Carbonyl Carbon Of A Second Component, Which Proceeds Over A Six-membered Transition State, Is Named Meerwein-Ponndorf-Verley-Reduction (MPV) Or Oppenauer Oxidation (OPP) Depending On The Isolated Product. If Aldehydes Or Ketones Are The Desired Products, The Reaction Is Viewed As The Oppenauer Oxidation.

Non-enolizable Ketones With A Relatively Low Reduction Potential, Such As Benzophenone, Can Serve As The Carbonyl Component Used As The Hydride Acceptor In This Oxidation.

Recent Literature

Oppenauer Oxidation Of Secondary Alcohols With 1,1,1-Trifluoroacetone As Hydride Acceptor
R. Mello, J. Martínze-Ferrer, G. Asensio, M. E. González-Núñez, J. Org. Chem., 2007, 72, 9376-9378.

Efficient And Selective Al-Catalyzed Alcohol Oxidation Via Oppenauer Chemistry
C. R. Graves, B.-S. Zeng, S. T. Nguyen, J. Am. Chem. Soc., 2006, 128, 12596-12597.

Practical Oppenauer (OPP) Oxidation Of Alcohols With A Modified Aluminium Catalyst
T. Ooi, H. Otshuka, T. Miura, H. Ichikawa, K. Maruoka, Org. Lett., 2002, 4, 2669-2672.

General Transition Metal-Free Synthesis Of NH-Pyrroles From Secondary Alcohols And 2-Aminoalcohols
J.-A.  Shin, J. Kim, H. Lee, S. Ha, H.-Y. Lee, J. Org. Chem., 2019, 84, 4558-4565.