Michael Addition Initiated Substrate- or Catalyst-Controlled Chemodivergent Three-Component Construction of Fused and Bridged Polycyclic Heterocycles - Aix-Marseille Université Access content directly
Journal Articles Synthesis: Journal of Synthetic Organic Chemistry Year : 2015

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

Abstract

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.
Fichier principal
Vignette du fichier
HAL35BIS.pdf (1.38 Mo) Télécharger le fichier
Origin : Files produced by the author(s)
Loading...

Dates and versions

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

Identifiers

Cite

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⟩
41 View
138 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More