Palladium-Catalyzed Ring-Opening Reaction of Cyclopropenones with Vinyl Epoxides
Liguo Lu, Junhua Chen, Xiaobo Huang, Miaochang Liu, Yunbing Zhou, Huayue Wu
Abstract
We report herein the Pd-catalyzed selective ring-opening reaction of cyclopropenones with vinyl epoxides. By using a commercially available Pd2(dba)3·CHCl3–BINAP catalyst, a wide range of conjugated alkadienyl carboxylates could be accessed in good yield and excellent regioselectivity. The new application of zwitterionic π-allyl palladium intermediates has been demonstrated in organic synthesis.
Topics & Concepts
ChemistryRegioselectivityPalladiumCatalysisRing (chemistry)Yield (engineering)Conjugated systemEpoxideOrganic chemistryCombinatorial chemistryPolymer chemistryMaterials scienceMetallurgyPolymerCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsSynthetic Organic Chemistry Methods