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Synlett 1999; 1999(5): 623-625
DOI: 10.1055/s-1999-2664
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Deoxygenation of Amine Oxides by in situ-Generated Formic Pivalic Anhydride

Thomas Rosenau* , Antje Potthast, Gerald Ebner, Paul Kosma
  • *Christian-Doppler-Laboratory, University of Agricultural Sciences, Vienna, Muthgasse 18, A-1190 Vienna, Austria; Fax +43 13 60 06 60 59; E-mail: pkosma@edv2.boku.ac.at
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Publication Date:
31 December 1999 (online)

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A novel method for the highly efficient deoxygenation of tertiary and aromatic amine oxides is described. The initial step of the reaction is the O-formylation of the amine oxide by formic pivalic anhydride which is produced in situ. The approach has the advantage of superior convenience in preparation and work-up since all products of the reaction are solids or gases rendering the amine very readily separable.

amine oxides - deoxygenation - formic pivalic anhydride - amines - decarboxylative fragmentation

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