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Synthesis 1988; 1988(7): 558-560
DOI: 10.1055/s-1988-27639
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A Convenient One-Pot Synthesis of 4-Substituted 3,5-Bis(alkoxycarbonyl) -4,5-dihydroisoxazole 2-Oxides from Aldehydes and Nitroacetic Esters in a Solid-Liquid Reaction System and Subsequent Deoxygenation

Jean-Marie Mélot* , Françoise Texier-Boullet, André Foucaud
  • *Groupe de Physicochimie Structurale associé au C.N.R.S., Université de Rennes, Campus de Beaulieu, F-35042 Rennes, France
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Publikationsdatum:
18. September 2002 (online)

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4-Substituted 3,5-bis(alkoxycarbonyl)-4,5-dihydroisoxazole 2-oxides are obtained from nitroacetic esters and imines which are prepared from aldehydes and isopropylamine in the presence of molecular sieves. Reduction of the N-oxides with trimethyl phosphite in dioxane gives the corresponding 4,5-dihydroisoxazoles in good yields.