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Synthesis of carboxylic acids by oxidative cleavages and rearrangements

Name Reactions


Benzilic Acid Rearrangement


Haloform Reaction


Favorsky Reaction


Recent Literature


A catalytic, asymmetric conjugate addition of carbamates to enoyl systems provides a highly enantioselective two-step access to N-protected β-amino acids.
C. Palomo, M. Oiarbide, R. Halder, M. Kelso, E. Gómez-Bengoa, J. García, J. Am. Chem. Soc., 2004, 126, 9188-9189.


A mild, fast protocol for the conversion of β-ketoesters and β-diketones to carboxylic acids with use of CAN in CH3CN is described. The method is compatible with a number of functional groups, and can generate carboxylic acids under neutral conditions. The mechanism is discussed.
Y. Zhang, J. Jiao, R. A. Flowers, II, J. Org. Chem., 2006, 71, 4516-4520.


D. Yang, C. Zhang, J. Org. Chem., 2000, 66, 4814-4818.