Dipolar Cycloaddition Reactions of Azomethine Ylides Generated by endocyclic-exocyclic 1, 3-dipole Rearrangement (CROSBI ID 221396)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Margetić, Davor ; Butler, Douglas N. ; Warrener, Ron N. ; Holland, Craig M.
engleski
Dipolar Cycloaddition Reactions of Azomethine Ylides Generated by endocyclic-exocyclic 1, 3-dipole Rearrangement
Dipolar cycloaddition of polycyclic azomethine ylides, in which the central nitrogen atom is part of a pyrrolidine ring and bears a methoxycarbonyl group with norbornenes has been shown to produce two main types of products featuring pyrrolizidine rings. In conjuction with results of quantum chemical calculations (B3LYP), mechanistic rationale was postulated. The key reaction step is unprecedented endocyclic to exocyclic azomethine ylide rearrangement by an intermolecular prototropic migration (formal [1, 3] H-shift).
Cycloadditions; azomethine ylides; rearrangement
nije evidentirano
nije evidentirano
nije evidentirano
nije evidentirano
nije evidentirano
nije evidentirano