Asymmetric [3 + 2] cycloaddition of donor–acceptor cyclopropanes with azadienes enabled by Brønsted base catalysis
Shu Li, Zhi-Hong Dong, Si-Yu Dan, Mei-Jun Zheng, Teng Long, Jie Zhan, Qing Zhou, Wen‐Dao Chu, Quan‐Zhong Liu
Abstract
A chiral bifunctional Brønsted base-catalyzed enantioselective [3 + 2] cycloaddition of D–A cyclopropanes and azadienes is reported. The protocol features broad substrate scope, mild reaction conditions and high functional group tolerance.
Topics & Concepts
ChemistryCycloadditionEnantioselective synthesisBifunctionalCatalysisBrønsted–Lowry acid–base theoryBase (topology)Substrate (aquarium)Combinatorial chemistryFunctional groupAcceptorStereochemistryMedicinal chemistryOrganic chemistryMathematicsOceanographyPolymerPhysicsMathematical analysisGeologyCondensed matter physicsCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsAsymmetric Synthesis and Catalysis