Chapter 15 Oxidation

There is a class of reactions known as oxidation or reduction reactions that involve the gain or loss of two electrons. This chapter introduces a few oxidation reactions and the typical transformations associated with them. An oxidation is formally defined as a reaction accompanied by the loss of electrons from an atom or a group. In an oxidation reaction there are structural changes in the product relative to the starting material. These changes usually include either loss of hydrogen atoms or the replacement of a hydrogen atom bonded to carbon with a more electronegative atom, usually a heteroatom. Jones oxidation is a powerful oxidizing medium for the conversion of alcohols to ketones. The reaction of cyclohexene with osmium tetroxide gives a five-membered ring product, an osmate ester.

Defining an Oxidation

Chromium(VI) Oxidation of Alcohols

PCC, PDC and Swern Oxidation

Dihydroxylation with KMnO4

Dihydroxylation with OsO4

Epoxidation

Ozonolysis

Oxidative Cleavage of Diols

Asymmetric Epoxidation