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Synthesis 1987; 1987(9): 831-833
DOI: 10.1055/s-1987-28092
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A New Synthesis of Oxime Derivatives from Carbonyl Compounds and N,O-Bis(trimethylsilyl)hydroxylamine

Robert V. Hoffman* , Gregory A. Buntain
  • *Department of Chemistry, Box 3C, New Mexico State University, Las Cruces, NM 88003, U. S. A.
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Publication Date:
12 September 2002 (online)

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Reaction of a series of aldehydes and ketones with the potassium salt of N,O-bis(trimethylsilyl)hydroxylamine (2) gave high yields of the corresponding oximate anion 5. This anion, formed in a Peterson-type reaction, could be protonated to the oxime 7 or trapped in situ with a variety of electrophiles to give O-substituted oxime derivatives.8