Dess–Martin oxidation
Dess–Martin oxidation | |
---|---|
Named after | Daniel Benjamin Dess James Cullen Martin |
Reaction type | Organic redox reaction |
Identifiers | |
Organic Chemistry Portal | dess-martin-oxidation |
RSC ontology ID | RXNO:0000256 |
The Dess–Martin oxidation is an organic reaction for the oxidation of primary alcohols to aldehydes and secondary alcohols to ketones using Dess–Martin periodinane.[1][2] It is named after the American chemists Daniel Benjamin Dess and James Cullen Martin who developed the periodinane reagent in 1983.
The reaction uses a
The Dess–Martin oxidation may be preferable to other oxidation reactions as it is very mild, avoids the use of toxic chromium reagents, does not require large excess or co-oxidants, and for its ease of work up.
The reaction produces two equivalents of acetic acid. It can be buffered with pyridine or sodium bicarbonate in order to protect acid-labile compounds.
The rate of oxidation can be increased by the addition of water to the reaction mixture.[3]
References
- .
- ^ ISBN 978-0387683546.
- .