Hetero-Diels-Alder reactions of cyclic ketone derived enamide. A new and efficient concept for the asymmetric Robinson annulation.
Chiral enamides, easily prepared in one step from a cyclic ketone and an oxazolidinone, are successfully employed in high-yielding, endo, and facially selective Hetero-Diels-Alder reactions involving activated oxadienes and Siever's reagent as catalyst. From the resulting bicyclic heteroadducts, a novel and efficient asymmetric modification for the Robinson annulation of cyclic monoketones is described.
Gallier
Florian
F
UCO2M UMR 6011 & FR 2575 CNRS, Universite du Maine, 72085, Le Mans, France.
Hussain
Hidayat
H
Martel
Arnaud
A
Kirschning
Andreas
A
Dujardin
Gilles
G