Rhodium-Catalyzed Regio-, Diastereo-, and Enantioselective Three-Component Carboamination of Dienes via C–H Activation
Ruijie Mi, Xuepeng Zhang, Jinlei Wang, Haohua Chen, Yu Lan, Fen Wang, Xingwei Li
Abstract
Reported herein is the rhodium-catalyzed enantioselective three-component coupling of arene, diene, and dioxazolone that occurs via C–H activation en route to allyl intermediate. This carboamination reaction affords chiral allylic amines in 1,2-selectivity, E-selectivity, and enantioselectivity, with electrophilic amination of the π-allyl species being both regio- and enantio-determining.
Topics & Concepts
Enantioselective synthesisRhodiumChemistryAllylic rearrangementAminationSelectivityCatalysisDieneElectrophileOrganic chemistryMedicinal chemistryCombinatorial chemistryStereochemistryNatural rubberCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms