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

doi:10.3390/50200132

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Molecules 2000, 5(2), 132-152; doi:10.3390/50200132

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

Pedro Merino* , Sonia Anoro, Francisco L. Merchan and Tomas Tejero

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

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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

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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.

AMA Style

Merino P, Anoro S, Merchan FL, Tejero T. 1,3-Dipolar Cycloadditions of N-Benzyl Furfuryl Nitrones with Electron-rich Alkenes. Molecules. 2000; 5(2):132-152.

Chicago/Turabian Style

Merino, Pedro; Anoro, Sonia; Merchan, Francisco L.; Tejero, Tomas. 2000. "1,3-Dipolar Cycloadditions of N-Benzyl Furfuryl Nitrones with Electron-rich Alkenes." Molecules 5, no. 2: 132-152.

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