Atroposelective Dynamic Kinetic Resolution via <i>In Situ</i> Hemiaminals Catalyzed by N-Heterocyclic Carbene
Donghui Guo, Qiupeng Peng, Bei Zhang, Jian Wang
Abstract
Axially chiral amino acids and its derivatives are vital building blocks of bioactive molecules, artificial peptides, and asymmetric catalysts. Herein, we report an unprecedented carbene-catalyzed atroposelective dynamic kinetic resolution to access axially chiral amino esters via in situ hemiaminals. This protocol features a broad substrate scope and good functional group tolerance and allows the rapid assembly of axially chiral amino esters in good to high yields with high enantioselectivities.
Topics & Concepts
ChemistryKinetic resolutionCarbeneCatalysisCombinatorial chemistryAxial symmetryAmino acidMoleculeFunctional groupOrganic chemistryEnantioselective synthesisBiochemistryPolymerStructural engineeringEngineeringAxial and Atropisomeric Chirality SynthesisN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry Methods