Assembly of polysubstituted chiral cyclopropylamines<i>via</i>highly enantioselective Cu-catalyzed three-component cyclopropene alkenylamination
Yu Zhang, Yuan Li, Wei Zhou, Mengru Zhang, Qian Zhang, Ran Jia, Jinbo Zhao
Abstract
Enabled by a commercial bisphosphine ligand, the Cu-catalyzed three-component cyclopropene alkenylamination with alkenyl organoboron reagent and hyroxyamine esters proceeds with exceptionally high enantioselectivity to deliver poly-substituted cis-1,2-alkenylcyclopropylamines that contain up to all three stereogenic centers on the cyclopropane.
Topics & Concepts
CyclopropeneStereocenterCyclopropaneEnantioselective synthesisChemistryCatalysisLigand (biochemistry)Component (thermodynamics)ReagentStereochemistryOrganic chemistryCombinatorial chemistryRing (chemistry)ThermodynamicsBiochemistryReceptorPhysicsCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry Methods