Diastereo- and Enantioselective Palladium-Catalyzed Cycloadditions of 5-Vinyloxazolidine-2,4-diones with Electrophilic Imines
Antoine Roblin, Nicolas Casaretto, Alexis Archambeau
Abstract
Despite the importance of the 4-imidazolidinone scaffold in bioactive compounds or organocatalysts, methodologies to access these nitrogenated heterocycles remain scarce. This manuscript describes a novel preparation of 4-imidazolidinones via a diastereo- and enantioselective (3 + 2) cycloaddition between 5-vinyloxazolidine-2,4-diones (VOxD) and electrophilic imines under palladium catalysis. This work supports the synthetic potential of VOxD as a promising equivalent of the C-C(═O)-N synthon.
Topics & Concepts
ChemistryEnantioselective synthesisElectrophilePalladiumCatalysisCombinatorial chemistryOrganic chemistryCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions