Michael Addition Initiated Substrate- or Catalyst-Controlled Chemodivergent Three-Component Construction of Fused and Bridged Polycyclic Heterocycles - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Synthesis: Journal of Synthetic Organic Chemistry Année : 2015

Michael Addition Initiated Substrate- or Catalyst-Controlled Chemodivergent Three-Component Construction of Fused and Bridged Polycyclic Heterocycles

Résumé

The results on the multicomponent reaction between cyclic β-keto esters, enals, and simple primary aliphatic amines are reported. In thermal conditions in the presence of 4 Å molecular sieves, two different¬ families of heterocyclic products (aminobicyclo[3.3.1]nonanones or cycloalka[b]piperidines) were obtained depending on the presence of a substituent in the α-position of the aldehyde. Moreover, preliminary results on the possibility to obtain these two bicyclic cores from the very same starting materials by introducing organocatalysts with different activation modes in the reaction are presented.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
HAL35BIS.pdf (1.38 Mo) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)
Loading...

Dates et versions

hal-01224292 , version 1 (30-05-2016)

Identifiants

Citer

Haiying Du, Jean Rodriguez, Xavier Bugaut, Thierry Constantieux. Michael Addition Initiated Substrate- or Catalyst-Controlled Chemodivergent Three-Component Construction of Fused and Bridged Polycyclic Heterocycles. Synthesis: Journal of Synthetic Organic Chemistry, 2015, 47 (15), pp.2188-2198. ⟨10.1055/s-0034-1380229⟩. ⟨hal-01224292⟩
44 Consultations
150 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More