In organic chemistry, the Swern oxidation, named after Daniel Swern, is a chemical reaction whereby a primary or secondary alcohol (−OH) is oxidized to...
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pyridinium chlorochromate) or dimethyl sulfoxide (e.g. Swern oxidation) or Dess–Martin oxidation due to its use of relatively mild and non-toxic reagents...
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Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters...
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Dess–Martin periodinane (redirect from Periodic acid oxidation)
Parikh–Doering oxidation Albright-Goldman oxidation Swern oxidation Corey–Kim oxidation Ley oxidation (TPAP oxidation) TEMPO oxidation Dess, D. B.; Martin, J. C. (1983)...
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chemist Choung Un Kim. Although the Corey–Kim oxidation possesses the distinctive advantage over Swern oxidation of allowing an operation above –25 °C, it...
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displaced by the Swern oxidation, which also uses DMSO as an oxidant in the presence of an electrophilic activator. Swern oxidations tend to give higher...
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Swern is a surname. Notable people with the surname include: Daniel Swern (1916–1982), American chemist Swern oxidation, an organic chemical reaction...
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N,N-Diisopropylethylamine (section Swern oxidation)
Although triethylamine is traditionally employed as the hindered base in Swern oxidations, the structurally similar DIPEA can be used instead, as exemplified...
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Aldehyde (redirect from Corey-Gilman-Ganem oxidation)
pre-oxidized substrates: various sulfoxides (e.g. the Swern oxidation), or amine oxides (e.g., the Ganem oxidation). Sterically-hindered nitroxyls (i.e., TEMPO)...
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synthetic route is shown below: Swern oxidation Pfitzner–Moffatt oxidation Corey–Kim oxidation Tidwell, Thomas T. (1990). "Oxidation of Alcohols to Carbonyl Compounds...
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Phosphorus pentoxide (redirect from Phosphorous(V) oxide)
of P4O10 in DMSO, is employed for the oxidation of alcohols. This reaction is reminiscent of the Swern oxidation. The desiccating power of P4O10 is strong...
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to the corresponding ketone). Selective oxidation of alcohols to aldehydes requires circumventing over-oxidation to the carboxylic acid. One popular approach...
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sulfonium-based oxidation reactions including the Pfitzner–Moffatt oxidation, Corey–Kim oxidation and the Swern oxidation. The Kornblum oxidation is conceptually...
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Oxalyl chloride (section Oxidation of alcohols)
the corresponding aldehydes and ketones via the process known as the Swern oxidation. Oxalyl chloride is mainly used together with a N,N-dimethylformamide...
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the oxidation of primary alcohols to aldehydes is the Swern oxidation. J. Donald Albright, Leon Goldman (1965), "Indole Alkaloids. III.1 Oxidation of Secondary...
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Daniel Swern (January 21, 1916 – December 5, 1982) was an American chemist who discovered the Swern oxidation. "After deadline". Journal of the American...
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of reaction higher yielding methods using PCC or the Swern oxidation are recommended. Oxidation with chromic acid yields propionic acid. 1-Propanol is...
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Thermal runaway (section Metal oxide varistors (MOVs))
they are very prone to hazardous thermal runaway. For example, in Swern oxidation, the formation of sulfonium chloride must be performed in a cooled...
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monosaccharides, the acetylation was not completed. Like Pfitzner–Moffatt oxidation and Swern oxidation, with DMSO, Ms2O can oxidize primary and secondary alcohols...
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carbonyl groups Suzuki coupling Swain equation Swarts reaction Swern oxidation Tamao oxidation Tafel rearrangement Takai olefination Tebbe olefination ter...
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Pummerer rearrangement. It can be used in place of oxalyl chloride in the Swern oxidation, allowing temperatures up to −30 °C. With sodium iodide, it reduces...
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ozonolysis of alkenes. It reduces the intermediate trioxolane. The Swern oxidation produces dimethyl sulfide by reduction of dimethylsulfoxide. With chlorinating...
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chloride can also be used as an alternative to oxalyl chloride in the Swern oxidation. Thiazyl chloride trimer – structural analogue with sulfur atoms in-place...
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stereocontrol because in the next step the alcohol is oxidized in a Swern oxidation to ketone 11. A Staudinger reaction with triphenylphosphine closes...
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β-hydroxyketones to β-diketones. IBX provides yields superior to both the Swern and Dess–Martin oxidation protocols. Boeckman, R. K. Jr.; Shao, P.; Mullins, J. J. (2000)...
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final product, a Mannich base. Swern oxidation Pfitzner–Moffatt oxidation Corey–Kim oxidation Parikh–Doering oxidation Matsuo, J.; Mukaiyama, T. (2001)...
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partial oxidation is effected with TEMPO and hypochlorite, then chlorite is added to complete the oxidation. Only primary alcohol oxidation is observed...
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allylic oxidation (Pd(OAc)2 / AcOH / benzoquinone / MnO2) to tetracycle 7. Hydroboration-oxidation (9-BBN / H2O2) gave alcohol 8 and subsequent Swern oxidation...
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195 K), which can be used for instance to prevent thermal runaway in a Swern oxidation. The process of altering cloud precipitation can be done with the use...
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epoxidation Oppenauer oxidation Prilezhaev reaction Rubottom oxidation Schmidt reaction Swern oxidation Wacker-Tsuji oxidation Reduction Birch reduction...
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