Sonochemical cycloadditions of o-quinones. The search for a cation radical pathway


Avalos, M., Babiano, R., Bravo, J. L., Cabello, N., Cintas, P., Hursthouse, M. B., Jimenez, J. L., Light, M. E. and Palacios, J. C. (2000) Sonochemical cycloadditions of o-quinones. The search for a cation radical pathway. Tetrahedron Letters, 41, (21), 4101-4105. (doi:10.1016/S0040-4039(00)00578-5).

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Description/Abstract

Diels-Alder cycloadditions of an o-quinone monoketal with different furans, under argon, are considerably accelerated by ultrasonic irradiation. Moreover, these sonochemical reactions are regiospecific and proceed with a high diastereoselectivity. The results can be ascribed to the chemical role of ultrasounds which may favor a single electron transfer mechanism with respect to ionic or nonpolar pathways.

Item Type: Article
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Keywords: cation radicals, diels-alder reactions, furans, o-quinones diels-alder reactions, benzoquinones, dimerization, dienophiles, cavitation, electron
Subjects: Q Science
Q Science > QD Chemistry
Divisions: University Structure - Pre August 2011 > School of Chemistry
ePrint ID: 18907
Date Deposited: 15 Dec 2005
Last Modified: 27 Mar 2014 18:08
URI: http://eprints.soton.ac.uk/id/eprint/18907

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