Sonochemical cycloadditions of o-quinones. The search for a cation radical pathway
Sonochemical cycloadditions of o-quinones. The search for a cation radical pathway
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.
cation radicals, diels-alder reactions, furans, o-quinones
diels-alder reactions, benzoquinones, dimerization, dienophiles, cavitation, electron
4101-4105
Avalos, M.
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Babiano, R.
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Bravo, J. L.
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Cabello, N.
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Cintas, P.
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Hursthouse, M. B.
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Jimenez, J. L.
ea472a9b-29e7-46c1-8eb8-13616abf5492
Light, M. E.
5f2f6119-008d-4681-8ea0-e32559c94ddd
Palacios, J. C.
51c8b47c-ec5d-49f7-ba86-f76039defccc
29 May 2000
Avalos, M.
d6c0ff76-2d77-4fe6-89b5-463404a42de0
Babiano, R.
d79f2a4d-a2e3-4f73-8e58-65eee2a9f88a
Bravo, J. L.
5b1819ce-266b-4eab-bd3d-2c69cb70d204
Cabello, N.
00644978-5eb6-40b3-a498-8dcbc8a969a5
Cintas, P.
d4420202-106c-4e8a-b903-5deef99e6a39
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Jimenez, J. L.
ea472a9b-29e7-46c1-8eb8-13616abf5492
Light, M. E.
5f2f6119-008d-4681-8ea0-e32559c94ddd
Palacios, J. C.
51c8b47c-ec5d-49f7-ba86-f76039defccc
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), .
(doi:10.1016/S0040-4039(00)00578-5).
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.
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Published date: 29 May 2000
Keywords:
cation radicals, diels-alder reactions, furans, o-quinones
diels-alder reactions, benzoquinones, dimerization, dienophiles, cavitation, electron
Identifiers
Local EPrints ID: 18907
URI: http://eprints.soton.ac.uk/id/eprint/18907
ISSN: 0040-4039
PURE UUID: 275feb5d-a098-418d-bd0a-8bab8a91f565
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Date deposited: 15 Dec 2005
Last modified: 15 Mar 2024 06:09
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Contributors
Author:
M. Avalos
Author:
R. Babiano
Author:
J. L. Bravo
Author:
N. Cabello
Author:
P. Cintas
Author:
J. L. Jimenez
Author:
M. E. Light
Author:
J. C. Palacios
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