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Synfacts 2009(3): 0338-0338  
DOI: 10.1055/s-0028-1087740
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Alcohol Oxidation with Polymer-Supported TEMPO

Contributor(s): Yasuhiro Uozumi, Go Hamasaka
M. A. Subhani, M. Beigi, P. Eilbracht*
Technische Universität Dortmund, Germany and National University of Science and Technology, Islamabad, Pakistan
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Publication History

Publication Date:
19 February 2009 (online)

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Significance

The polyurethane-supported ­TEMPO (PU-TEMPO) 3 was prepared by treatment of Desmodur 1 with 4-hydroxy-TEMPO 2 in dimethylformamide. Immobilization of 2 on polystyrene (PS) supports was performed by mixing PS methyl isocyanate 4 and 2 upon heating to afford polystyrene-supported TEMPO (PS-TEMPO) 5. Oxidation of alcohols 6 was carried out with 3 or 5 in the presence of NaOCl (conditions A) or PhI(OAc)2 (conditions B) as a co-oxidant to give the corresponding carbonyl compounds 7 in up to 95% yield.