Organocatalytic insertion into C–B bonds by <i>in situ</i> generated carbene: mechanism, role of the catalyst, and origin of stereoselectivity
Qiaoyu Zhang, Yang Wang, Yang Wang, Shijun Li, Yanyan Wang, Yanyan Wang, Donghui Wei
Abstract
The calculated results showed that C–H⋯X (X = I, Br) hydrogen bond interactions should be the determining factors of stereoselectivity, and FMO overlap mode and ELF analyses along IRC results were performed to explore the nature of carbene insertion.
Topics & Concepts
CarbeneStereoselectivityCatalysisChemistryHydrogen bondStereochemistryInsertion reactionOrganocatalysisOrganic chemistryMoleculeEnantioselective synthesisCyclopropane Reaction MechanismsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling Reactions