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Synthesis 1988; 1988(3): 228-229
DOI: 10.1055/s-1988-27522
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New Methods and Reagents in Organic Synthesis; 73.1 Trimethylsilyldiazomethane: A Convenient Reagent for the Conversion of Aliphatic Aldehydes to the Homologous Methyl Ketones

Toyohiko Aoyama* , Takayuki Shioiri
  • *Faculty of Pharmaceutical Sciences, Nagoya City Universiry, Tanabedori, Mizuho-ku, Nagoya 467, Japan
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Publication Date:
20 August 2002 (online)

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Trimethylsilyldiazomethane reacts smoothly with aliphatic aldehydes in the presence of magnesium bromide (1.5 equiv) to give homologous methyl ketones after direct treatment with 10% hydrochloric acid/methanol (1:1).