1608154-57-9Relevant academic research and scientific papers
An investigation of the scope of the 1,7-electrocyclization of α,β:γ,δ-conjugated azomethine ylides
Zhang, Weimin,Ning, Fuqiang,Váradi, Linda,Hibbs, David E.,Platts, James A.,Nyerges, Miklós,Anderson, Rosaleen J.,Groundwater, Paul W.
supporting information, p. 3621 - 3629 (2014/05/20)
Substituents on the diene component have little influence on the periselectivity of the cyclizations of α,β:γ,δ-conjugated azomethine ylides, with 1,7-electrocyclizations predominating. In some cases, subtle changes to these substituents can, however, influence the product formed, through their effect on the relative energies of the transition states for the 1,5- (6π) and 1,7-electrocyclization (8π) processes. The most striking changes in periselectivity occur for phenylethenyl-substituted azomethine ylides 3d-f, which can give either a pyrroline 4d,f or dihydrobenzazepine 6e, depending upon the alkene configuration.
