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Mechanistic study of the ring-size modulation in Michael–Dieckmann type reactions of 2-acylaminoacrylates with ketene diethyl acetal.

AuthorsAvenoza, Alberto; Busto, Jesús H.; Canal, Noelia; García, José I. ; Jiménez-Osés, Gonzalo ; Peregrina, Jesús M.; Pérez-Fernández, Marta
Issue Date2007
PublisherCentre national de la recherche scientifique (France)
CitationNew journal of chemistry 31(2): 224-229 (2007)
AbstractAn 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.
Description6 pages, 5 figures, 1 table.
Publisher version (URL)http://dx.doi.org/10.1039/b615220a
Appears in Collections:(ICMA) Artículos
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