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Issue 3, 1998
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1,3-Dipolar cycloaddition route to oxygen heterocyclic triones

Abstract

1,3-Dipolar cycloadditon of nitrile oxides, formed in situ by dehydration of primary nitro compounds, with pyrrolidine enamines of protected γ-hydroxy-β-keto esters affords isoxazole-4-carboxylates; these are subjected to N–O bond cleavage and lactonisation to afford 3-acyltetronic acids and 3-acyl-4-hydroxytetrahydropyran-2-ones.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1998, 411-416
Article type
Paper

1,3-Dipolar cycloaddition route to oxygen heterocyclic triones

R. C. F. Jones, K. A. M. Duller and S. I. E. Vulto, J. Chem. Soc., Perkin Trans. 1, 1998, 411
DOI: 10.1039/A707282A

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