title: Mechanistic insights into the palladium-induced domino reaction leading to ketones from benzyl beta-ketoesters: first characterization of the enol as an intermediate.
abstract: The monitoring by UV spectroscopy of the Pd-catalyzed hydrogenolysis in acetonitrile of 2-methyl-2-benzyloxycarbonyl-1-indanone and 2-methyl-2-benzyloxycarbonyl-1-tetralone showed the successive formation of corresponding beta-ketoacids and enols to deliver finally the ketones. Some factors which influence the stability of the intermediates are determined. In contrast to the above benzyl beta-ketoesters, the enol was not detected from benzyl (2-methylinden-3-yl) carbonate.
authors.affiliation: Unité Mixte de Recherche "Réactions Sélectives et Applications", CNRS-Université de Reims Champagne-Ardenne, B.P. 1039, 51687 Reims Cedex 2, France.
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Detalle
authors.forename: Abdelkhalek
authors.initials: A
authors.lastname: Riahi
authors.forename: Vincent
authors.initials: V
authors.lastname: Steinmetz
authors.forename: Françoise
authors.initials: F
authors.lastname: Hénin
authors.forename: Jacques
authors.initials: J
authors.lastname: Muzart