Asymmetric [3 + 1]-Cycloaddition Reaction via Diazo Discrimination
Yong Xu, Zhen Wang, Jiangtao Sun
Abstract
The enantioselective [3 + 1]-cycloaddition of two structurally different diazo compounds has been achieved using chiral bisoxazoline copper(I) complexes as a catalyst, providing a novel route for the synthesis of cyclobutenes containing a quaternary stereocenter. Typically, this reaction represents the first example of asymmetric cross-electrophile coupling of two diazo substrates via carbene discrimination.
Topics & Concepts
DiazoStereocenterChemistryEnantioselective synthesisCycloadditionElectrophileCarbeneCatalysisCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions