Selenium- and palladium-catalyzed oxidative cleavage of ene-lactams with hydrogen peroxide. Convenient methods for synthesis of macrocyclic ketoimides and N-fused azabicyclic compounds

Article abstract of DOI:10.1016/S0040-4039(00)74105-0

Oxidative cleavage of ene-lactams can be performed efficiently by either SeO₂ or Pd(OAc)₂-catalyzed oxidation with H₂O₂ to give the corresponding ketoimides. The reaction provides convenient methods for the preparation of macrocyclic ketoimides and the construction of N-fused azabicyclic ring systems such as indolizidine and cephalotaxine skeletons.