Tetra-n-propylammoniumperruthenate TPAP

Scheme 8.8. A representation of the oxidation of cnck>-bicyclo[2.2.1]heptan-2-ol to the corresponding ketone (bicyclo[2.2.1]heptan-2-one) with tetra-n-propylammoniumperruthenate (TPAP) in the presence of A-methylmorpholine A-oxide. Despite what is shown, all four ruthenium-oxygen (Ru-O) bonds in TPAP are equivalent and the process may actually involve a series of one-electron rather than two-electron redox steps. Curved arrows representing two-electron processes are used for convenience. The actual path is not yet known in detail (see Ley, S. V. Griffith, W. P. J. Chem.Soc. Chem. Commun., 1978,1625).

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