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Synlett 1990; 1990(12): 725-726
DOI: 10.1055/s-1990-21225
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Oxidative Cleavage of N,N-Dialkylhydrazones to Ketones with Magnesium Monoperoxyphthalate

Dieter Enders* , Andrew Plant
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Straße 1, D-5100 Aachen, Germany
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Publication History

Publication Date:
08 March 2002 (online)

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N,N-Dialkylhydrazones derived from N,N-dimethylhydrazine or (S)-1-amino-2-methoxymethylpyrrolidine (SAMP) undergo facile oxidative cleavage to ketones (10 examples) on reaction with magnesium monoperoxyphthalate hexahydrate under mild conditions. The reaction is high yielding, chemoselective and proceeds without racemisation.