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Synlett 1989; 1989(1): 36-37
DOI: 10.1055/s-1989-34706
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Generation of Ketenes From Carboxylic Acids Using the Mukaiyama Reagent (1-Methyl-2-chloropyridinium Iodide)

Raymond L. Funk* , Matthew M. Abelman, Kay M. Jellison
  • *Department of Chemistry, University of Nebraska, Lincoln, Nebraska 68588-0304 and Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA
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Publication Date:
26 February 2002 (online)

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Ketenes can be generated by treatment of carboxylic acids with 1-methyl-2-chloropyridinium iodide and triethylamine and may be intermediates during macrolactonization reactions via the Mukaiyama procedure. A new procedure for the direct conversion of enoic acids to [2+2] ketene-olefin cycloadducts is described.

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