Mechanistic Study of the Ring-Size Modulation in Michael-Dieckmann type Reactions of 2-Acylaminoacrylates with Ketene Diethyl Acetal
- Avenoza, A. 1
- Busto, J.H. 1
- Canal, N. 1
- García, J.I. 2
- Jiménez-Osés, G. 1
- Peregrina, J.M. 1
- Pérez-Fernández, M. 1
-
1
Universidad de La Rioja
info
-
2
Instituto de Nanociencia y Materiales de Aragón
info
ISSN: 1144-0546
Datum der Publikation: 2007
Ausgabe: 31
Nummer: 2
Seiten: 224-229
Art: Artikel
Andere Publikationen in: New Journal of Chemistry
Zusammenfassung
An unexpected modulation of the chemoselectivity in the Michael-Dieckmann type reactions of 2-acylaminoacrylates with ketene diethyl acetal is observed, depending on the nature of the acylamino group. Experimental and theoretical studies are presented to offer insights into the origin of this substituent effect in terms of a polar stepwise mechanism. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.