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Synfacts 2007(7): 0771-0771
DOI: 10.1055/s-2007-968694
DOI: 10.1055/s-2007-968694
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
α-Aminoxylation of Aldehydes and Ketones with a Polymer-Supported Organocatalyst
D. Font, A. Bastero, S. Sayalero, C. Jimeno, M. A. Pericàs*
Institute of Chemical Research of Catalonia (ICIQ), Tarragona and Universitat de Barcelona, Spain
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Juni 2007 (online)

Significance
The catalytic enantioselective α-aminoxylation of aldehydes and ketones by using polymer-supported organocatalyst 1 derived from trans-4-hydroxyproline was described. The reaction of aldehydes 2 with nitrosobenzene in the presence of catalyst 1 gave the aminoxylated products 3 which were readily transformed to the corresponding aminoxylated primary alcohols 4 in 35-86% yield and 96-99% ee (eq. 1). α-Aminoxylation of ketones 5 was also carried out in the presence of catalyst 1 to give the corresponding compounds 6 in 49-74% yield with 97-99% ee (eq. 2).