Gold-Catalyzed Post-Ugi Ipso-Cyclization with Switchable Diastereoselectivity.
Anton A NechaevKristof Van HeckeManzoor ZamanStepan KashtanovLiviu UngurOlga P PereshivkoVsevolod A PeshkovErik V Van der EyckenPublished in: The Journal of organic chemistry (2018)
A gold-catalyzed post-Ugi ipso-cyclization for the diastereoselective synthesis of spirocyclic pyrrol-2-one-dienone system is described. Tuning the catalytic system, solvent, and temperature allowed selectively attaining two sets of diastereoisomers. The scope of the process has been evaluated, and a putative mechanistic model was proposed.