6533b85ffe1ef96bd12c2607
RESEARCH PRODUCT
Oxidation of aminodiols mediated by homogeneous and heterogeneous TEMPO
Rosaria CiriminnaMaria Luisa TestaMario PagliaroChakib HajjiMarco CiclosiElena Zaballos GarciaJosé Sepúlveda Arquessubject
inorganic chemicalsPrimary (chemistry)Chemistryorganic chemicalsHydroxy groupGeneral ChemistryHeterogeneous catalysisOrmosilhumanitiesCatalysisMatrix (chemical analysis)chemistry.chemical_compoundHomogeneouspolycyclic compoundsOrganic chemistryheterocyclic compoundsdescription
The conversion of amino diols to aminohy- droxy acids by oxidation of the primary hydroxy group mediated by homogeneous and heterogeneous TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl radi- cal) is reported. The synthesis uses NaOCl as primary oxidant and TEMPO, either dissolved in the homoge- neous phase or entrapped in a sol-gel matrix, as cata- lytic mediator. Homogeneous TEMPO is suitable for the oxidation of aliphatic methylamino diols, while the hybrid organic-inorganic silica sol-gel catalysts are more selective mediators for the oxidation of ben- zylic amino diols like the potent antibiotic chloram- phenicol which, under homogeneous conditions, are unselectively oxidized to benzoic acids.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2004-05-01 |