1,3-Dipolar cycloaddition of nitrile oxides, formed in situ by dehydration of primary nitro compounds, with pyrrolidine enamines of protected γ- or δ-amino-β-keto esters affords isoxazole-4-carboxylates; these undergo lactam formation and N–O bond cleavage to afford 3-acyltetramic acids and 3-acyl-4-hydroxypyridin-2-ones.
R. C. F. Jones, G. Bhalay, P. A. Carter, K. A. M. Duller and S. H. Dunn, J. Chem. Soc., Perkin Trans. 1, 1999, 765 DOI: 10.1039/A900120D
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