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Synlett 1999; 1999(S1): 873-876
DOI: 10.1055/s-1999-3091
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A Second-Generation Cycloaddition Route to 5-Substituted 3-Acyltetramic Acids

Raymond C. F. Jones* , Claire E. Dawson, Mary J. O'Mahony
  • *Chemistry Department, The Open University, Walton Hall, Milton Keynes MK7 6AA, UK; Fax +44(19 08)85 83 27; E-mail: R.C.F.Jones@open.ac.uk
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Publication History

Publication Date:
31 December 1999 (online)

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The 1,3-dipolar cycloaddition of α-aminonitrile oxides, formed from α-amino-acids, to enamines of β-ketoesters affords 3-(1-aminoalkyl)isoxazole-4-carboxylic esters that are converted via pyrrolo[3,4-c]isoxazol-4-ones into 5-substituted 3-acetyltetramic acids.

acyltetramic acid - isoxazole - nitrile oxide - dipole - cycloaddition