Module 1 : Oxidation Reactions

Lecture 2 : Manganese Oxidants

    

 

Furthermore, at elevated temperature, saturated secondary alcohols can be oxidized to ketones (Scheme 8).

Scheme 8

2.1.3.2 Oxidation of Aldehydes to Esters (Corey-Gilman-Ganem Oxidation)


The aldehydes can be selectively oxidized to esters in presence of MnO2 and hydrogen cyanide in methanol at ambient temperature (Scheme 9). The aldehyde undergoes reaction with HCN to give cyanohydrins, which proceeds further oxidation to acyl cyanide. The latter on alcoholysis leads to corresponding α,β-unsaturated carboxylic ester.


Mechanism

Scheme 9

2.1.3.3 Oxidation of Amines


The oxidation of amines can lead to various products depending on the nature of the starting compound. This section describes the oxidation of amines to imines and amides (Scheme 10).

Scheme 10