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Synlett 1991; 1991(1): 33-34
DOI: 10.1055/s-1991-20618
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A Simple Preparation of 2-Silylated 3-Furoic Acids and 2-Silylated 3-Thiophenecarboxylic Acids

Giovanna Beese* , Brian A. Keay
  • *Department of Chemistry, University of Calgary, Calgary, Alberta T2N 1N4, Canada
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Publication History

Publication Date:
07 March 2002 (online)

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A variety of 3-(silyloxycarbonyl)furans and -thiophenes undergo 1,4 O→C silyl migration to provide the corresponding 2-silylated 3-carboxy heterocycles in moderate to good yield when treated with a mixture of lithium diisopropylamide and hexamethylphosphoric triamide in tetrahydrofuran at -78° C.