Next Article in Journal
Synthesis of 4-O-Methylcedrusin. Selective Protection of Catechols with Diphenyl Carbonate
Previous Article in Journal
Unexpected Thorpe Reaction of an α-Alkoxynitrile
Molecules 2000, 5(2), 132-152; doi:10.3390/50200132
Article

1,3-Dipolar Cycloadditions of N-Benzyl Furfuryl Nitrones with Electron-rich Alkenes

* , ,  and
Departamento de Quimica Organica. Facultad de Ciencias-ICMA. Universidad de Zaragoza. E-50009 Zaragoza. Aragon. Spain
* Author to whom correspondence should be addressed.
Received: 25 January 2000 / Accepted: 14 February 2000 / Published: 18 February 2000
Download PDF [369 KB, uploaded 18 June 2014]

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.
Keywords: Nitrones; isoxazolidines; pyrrolidines; theoretical calculations; cycloaddition Nitrones; isoxazolidines; pyrrolidines; theoretical calculations; cycloaddition
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Export to BibTeX |
EndNote


MDPI and ACS Style

Merino, P.; Anoro, S.; Merchan, F.L.; Tejero, T. 1,3-Dipolar Cycloadditions of N-Benzyl Furfuryl Nitrones with Electron-rich Alkenes. Molecules 2000, 5, 132-152.

View more citation formats

Related Articles

Article Metrics

Comments

Citing Articles

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert