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

Authors
Merino, P Anoro, S Merchan, FL Tejero, T
Citation
P. Merino et al., 1,3-dipolar cycloadditions of N-benzyl furfuryl nitrones with electron-rich alkenes, MOLECULES, 5(2), 2000, pp. 132-152
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
5
Issue
2
Year of publication
2000
Pages
132 - 152
Database
ISI
SICI code
1420-3049(200002)5:2<132:1CONFN>2.0.ZU;2-1
Abstract
The 1,3-dipolar cycloaddition reaction of N-benzyl-C-(2-furyl)nitrones with electron-rich alkenes gives preferentially trans-substituted 3,5-disubstit uted 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.