Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

Dess-Martin Oxidation

Dess-Martin oxidation   Named Reactions in Organic Synthesis
Reaction category:
Oxidation

Other featured reactions:

 

During the 1980s hypervalent iodine reagents were developed as selective, mild and environmentally friendly oxidizing agents for organic synthesis. Perhaps the most important group of these reagents are periodinanes (derivatives of pentacoordinate iodine (V)), and the most well-known of these include the reagents 2-iodoxybenzoic acid (IBX) and Dess–Martin periodinane (DMP). Whilst IBX had been known since 1893, its insolubility in most organic solvents inhibited its use in organic synthesis. However, in 1983 D.B. Dess and J.C. Martin described the preparation of DMP, a far more soluble alternative. Since this discovery, DMP has become the reagent of choice for the oxidation of alcohols to their corresponding carbonyl compounds, and oxidations using DMP are known as Dess–Martin oxidations.

In the total synthesis of ustiloxin D, a highly potent inhibitor of microtubule assembly, M.M. Joullié and co-workers utilised DMP to convert a macrocyclic primary alcohol into its corresponding aldehyde.

Mechanism of the Dess-Martin oxidation:

mechanism of Dess-Martin oxidation



Which is your favorite named reaction?   Vote now


Find your reagents and pack sizes

 

Other reaction categories:

Radical reactions NEW!

Electrophilic aromatic substitution

Nucleophilic substitution reactions

Heterocycle-formation

Transition metal-catalyzed couplings

Reactions involving carbonyl compounds

Reduction reactions

Rearrangement reactions

Electrophilic addition reactions


Some relevant Alfa Aesar products for the Dess-Martin oxidation:

2-Iodobenzoic acid, 98+%
Dess-Martin periodinane
Potassium bromate, 99%
Oxone®, monopersulfate

We have many alcohol building blocks.

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware