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Synthesis 1999; 1999(5): 760-764
DOI: 10.1055/s-1999-3476
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A Mild, Chemoselective, Oxidative Method for Deoximation Using Dess-Martin Periodinane

Sachin S. Chaudhari* , Krishnacharya G. Akamanchi
  • *Pharmaceuticals and Fine Chemicals Division, Department of Chemical Technology, University of Mumbai, Matunga, Mumbai-400 019, India; Fax +91(22)4 14 56 14; E-mail: kga@udct.ernet.in
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Publication Date:
31 December 1999 (online)

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The Dess-Martin Periodinane (DMP) [1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one], oxidatively deoximates aldoximes as well as ketoximes in very high yields, smoothly in short time, and under mild conditions. Deoximation occurs selectively in the presence of primary, secondary, and benzylic alcohols, O-methyl oximes, tosylhydrazones, and acid sensitive groups/moieties.

aldoximes - ketoximes - deoximation - Dess-Martin periodinane