906366-48-1Relevant articles and documents
Oxidation of amino diols mediated by homogeneous and heterogeneous TEMPO
Testa, Maria Luisa,Ciriminna, Rosaria,Hajji, Chakib,Garcia, Elena Zaballos,Ciclosi, Marco,Sepulveda Arques, Jose,Pagliaro, Mario
, p. 655 - 660 (2004)
The conversion of amino diols to aminohydroxy acids by oxidation of the primary hydroxy group mediated by homogeneous and heterogeneous TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl radical) is reported. The synthesis uses NaOCl as primary oxidant and TEMPO, either dissolved in the homogeneous phase or entrapped in a sol-gel matrix, as catalytic 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 benzylic amino diols like the potent antibiotic chloramphenicol which, under homogeneous conditions, are unselectively oxidized to benzoic acids.