Publication | Closed Access
α‐Hydroxylation of β‐Dicarbonyl Compounds
144
Citations
64
References
2004
Year
Bioorganic ChemistryEngineeringβ‐Dicarbonyl CompoundsOrganic ChemistryChemistryChemical DerivativeChemical EngineeringCyclic β‐DicarbonylsDerivativesBiochemistryDiversity-oriented SynthesisRubottom OxidationCatalysisChiral SulfonyloxaziridinesAsymmetric CatalysisEnantioselective SynthesisNatural SciencesDerivative (Chemistry)Synthetic Chemistry
Abstract The most convenient and direct route to α‐hydroxy‐β‐dicarbonyl compounds is the oxidation of readily accessible 1,3‐dicarbonyls. Hence, this type of oxidation is an intensively investigated field. In this short review, we present and compare α‐hydroxylations using various oxidants such as peracids (Rubottom oxidation), dimethyldioxirane or molecular oxygen. From an economical and ecological point of view, metal‐catalyzed air oxidations are optimal at least for cyclic β‐dicarbonyls. For asymmetric α‐hydroxylations only chiral sulfonyloxaziridines are available to date. Thus, there is still a need for significant development in this area.
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