Upjohn Dihydroxylation
Dess Martin Oxidation Variation Overviews
General Scheme of Dess Martin Oxidation
In the original paper "Readily Accessible 12-I-51 Oxidant for the Conversion of Primary and Secondary Alcohols to Aldehydes and Ketones." by Dess & Martin (1983), they discovered a novel and efficient reagent, periodinane 2 (DMP), used to convert primary alcohols to aldehydes and secondary alcohols to ketones.1
This was performed without the usage of water which was reported to accelerate the rate of oxidation. However, the mechanism is slightly modified in comparison the oxidation with water.
General Scheme of Dess Martin Oxidation when water is introduced.
When water is introduced, the rate of oxidation increases which accelerates the reaction. However, in comparison to the oxidation with water, the mechanism is slightly different.2
General Scheme of Dess Martin Oxidation when IBX is used.
IBX with DMSO in room temperature can be used.
In the paper "A mild oxidizing reagent for alcohols and 1,2-diols: o-iodoxybenzoic acid (IBX) in DMSO" by Frigerio & Santagostino (1994), they discovered that o-Iodoxybenzoic acid (IBX) smoothly oxidizes primary and secondary alcohols to aldehydes and ketones.3