Enantioselective Organocatalytic Multicomponent Synthesis of 2,6-Diazabicyclo[2.2.2]octanones - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2013

Enantioselective Organocatalytic Multicomponent Synthesis of 2,6-Diazabicyclo[2.2.2]octanones

Olivier Baslé
Thierry Constantieux
Jean Rodriguez
  • Fonction : Auteur
  • PersonId : 921781
  • IdRef : 260692638

Résumé

The title reaction of β-ketoamides, acrolein, and aminophenols, catalyzed by a bifunctional thiourea-tertiary amine organocatalyst, enables the preparation of an enantioenriched diazabicyclo[2.2.2]octanone (2,6-DABCO) scaffold. The chemoselective reaction sequence installs five new bonds and three stereocenters, two of which are contiguous tetrasubstituted centers, with excellent yields and high levels of stereocontrol. M.S.=molecular sieves

Dates et versions

hal-00979211 , version 1 (15-04-2014)

Identifiants

Citer

Maria del Mar Sanchez Duque, Olivier Baslé, Yves Génisson, Jean-Christophe Plaquevent, Xavier Bugaut, et al.. Enantioselective Organocatalytic Multicomponent Synthesis of 2,6-Diazabicyclo[2.2.2]octanones. Angewandte Chemie International Edition, 2013, 52 (52), pp.14143-14146. ⟨10.1002/anie.201306656⟩. ⟨hal-00979211⟩
71 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More