1968 Volume 41 Issue 12 Pages 2964-2969
C-(5-Nitro-2-furyl)-N-phenylnitrone (I) was prepared from 5-nitro-2-furfural and phenylhydroxylamine in an 80% yield. The 1,3-dipolar cycloaddition reactions of I with various olefins were carried out, and the corresponding 5-substituted isoxazolidine derivatives were obtained. The structual elucidation of these products was made on the basis of the nmr spectral data. Several observations support the theory that these reactions proceed via a concerted one-step process.
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