- Swern Oxidation
-
Swern Oxidation (Moffatt-Swern Oxidation)
K. Omura, D. Swern, Tetrahedron 34, 1651 (1978).
Mild oxidation of primary and secondary alcohols, promoted by oxalyl chloride activation of dimethyl sulfoxide, evidently involving the dimethyl alkoxysulfonium salts. Upon the addition of base, the intermediates rearrange intramolecularly to generate aldehydes or ketones, respectively:
Reactivity/selectivity studies: M. Marx, T. T. Tidwell, J. Org. Chem. 49, 788 (1984). Reviews: A. J. Mancuso, D. Swern, Synthesis 1981, 165-185 passim; T. T. Tidwell, Org. React. 39, 297-572 passim (1990). Cf. Corey-Kim Oxidation; Pfitzner-Moffatt Oxidation.
Prev: Moore Myers Cyclization
Next: Pfitzner-Moffatt Oxidation - 【Back】【Close 】【Print】【Add to favorite 】
- Related information
- Unique Nutrients and Good Habits Resist Oxidation for People
- Simple way for Oxidation of Organoboranes: (+)-Isopinocampheol
- Preparation of (2-Benzoyloxy)-1,4-cyclohexanedione mono-ethylene ketal
- Synthesis of 1,1-Dimethylethyl (S)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate by Oxidation of the Alcohol
- Oxidation State (Oxidation Number)
- Wacker Oxidation
- Saegusa Oxidation
- Rubottom Oxidation
- Riley Oxidations
- Oppenauer Oxidation
-
Health and Chemical more >
-
Hot Products
- 4362-24-7 4-methylidene-1,3-dioxolane
- 141120-17-4 2-aminoindan-2-phosphonic acid
- 7719-09-7 Thionyl chloride
- 448944-47-6 N-Acetyl-L-norleucyl-L-alanyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophanamide
- 137-26-8 Tetramethylthiuram Disulfide
- 13767-16-3 AMMONIA-15N
- 3597-91-9 4-Biphenylmethanol
- 241479-67-4 Isavuconazole
- 51446-62-9 Phosphatidylserine
- 13547-07-4 1-CHLORO-5-(1-CHLOROETHENYL)-CYCLOHEXENE
- 134759-20-9
- 68238-35-7 Keratin