Chromate Oxidation of α-Nitro Alcohols to α-Nitro Ketones: Significant Improvements to a Classic Method
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A series of eight alkyl and aryl α-nitro ketones were prepared by the potassium dichromate oxidation of the corresponding nitro alcohols to allow for the easy isolation of pure nitroketones that are devoid of starting materials and/or other oxidation side products.Abstract:
A series of eight alkyl and aryl α-nitro ketones were prepared by the potassium dichromate oxidation of the corresponding nitro alcohols. Short reaction times allowed for the easy isolation of pure nitro ketones that are devoid of starting materials and/or other oxidation side products.read more
Citations
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References
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Pyridinium chlorochromate, an efficient reagent for oxidation of primary and secondary alcohols to carbonyl compounds
E. J. Corey,J. William Suggs +1 more
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Oxidation of alcohols by “activated” dimethyl sulfoxide. a preparative, steric and mechanistic study
Kanji Omura,Daniel Swern +1 more
TL;DR: In this paper, the oxidation of primary, secondary, allylic, benzylic, hindered and bicyclic alcohols with dimethyl sulfoxide (DMSO) activated by numerous electrophiles was studied: yields of carbonyls, byproducts and recovered alcohols were quantitatively determined.
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Diastereoselective Synthesis of Nitroaldol Derivatives
TL;DR: In this article, three methods are described by which diastereomerically enriched nitroaldols and their O-silylated derivatives can be prepared, and the stereochemical course of the reactions leading to erythro-O-TBDMSi-nitroaldol derivatives follows topological rules of broad applicability.
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Preparation and oxidation of α-nitro alcohols with supported reagents.
TL;DR: In this paper, 2-nitro alkanols were obtained by condensation of aldehydes with nitroalkanes in the presence of alumina-supported potassium fluoride.