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