1,3-dipolar cycloadditions of n-benzyl furfuryl nitrones with electron-rich alkenes

1,3-dipolar cycloadditions of n-benzyl furfuryl nitrones with electron-rich alkenes

;Tomas Tejero;Francisco L. Merchan;Sonia Anoro;Pedro Merino
Journal of ethnopharmacology 2000 Vol. 5 pp. 132-152
172
tejero2000molecules1,3-dipolar

Abstract

The 1,3-dipolar cycloaddition reaction of N-benzyl-C-(2-furyl)nitrones with electron-rich alkenes gives preferentially trans-substituted 3,5-disubstituted isoxazolidines (endo approach). These experimental results are in good qualitative agreement with the predicted ones by semiempirical (AM1 and PM3) and ab initio (HF/3-21G) methods.

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