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Synlett 1998; 1998(12): 1335-1336
DOI: 10.1055/s-1998-1947
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A Mild and Efficient Nef Reaction for the Conversion of Nitro to Carbonyl Group by Dimethyldioxirane (DMD) Oxidation of Nitronate Anions

Waldemar Adam* , Mieczyslaw Makosza, Chantu R. Saha-Möller, Cong-Gui Zhao
  • *Institut für Organische Chemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany; Fax + 49-931-8 88 47 56; E-mail: adam@chemie.uni-wuerzburg.de
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Publication History

Publication Date:
31 December 2000 (online)

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DMD oxidation of nitronate anions, generated in situ from the corresponding nitroalkenes, affords the corresponding carbonyl products. Highest yields were obtained when one equivalent of water was added before the oxidation with DMD.

nitronate anion - DMD - oxidation - nitro group - carbonyl product