1,3-Dipolar Cycloadditions of N-Benzyl Furfuryl Nitrones with Electron-rich Alkenes
Author(s) -
Pedro Merino,
Sonia Anoro,
F. L. MERCHAN,
Tomás Tejero
Publication year - 2000
Publication title -
molecules
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.782
H-Index - 149
eISSN - 1433-1373
pISSN - 1420-3049
DOI - 10.3390/50200132
Subject(s) - cycloaddition , chemistry , computational chemistry , 1,3 dipolar cycloaddition , dipole , ab initio , electron , ab initio quantum chemistry methods , nitrone , photochemistry , medicinal chemistry , organic chemistry , molecule , catalysis , physics , quantum mechanics
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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