Chiral Phosphoric Acid Catalyzed Asymmetric Desymmetrization of <i>para</i>-Quinamines with Isocyanates: Access to Functionalized Imidazolidin-2-one Derivatives
Kai-Wen Hu, Xiao You, Jinzheng Wang, Xiaoan Wen, Hongbin Sun, Qing‐Long Xu, Zengwei Lai
Abstract
-quinamines with isocyanates catalyzed by chiral phosphoric acid is reported. The strategy provides concise access to functionalized imidazolidin-2-one derivatives in high yields and enantioselectivities under mild reaction conditions. Remarkably, this reaction could be performed on a gram scale using 5 mol % catalyst loading and the chiral imidazolidin-2-one derivatives could be easily transformed into valuable scaffolds without disturbing the enantiopurity, demonstrating the synthetic utility of this protocol.
Topics & Concepts
DesymmetrizationChemistryPhosphoric acidCatalysisEnantioselective synthesisCombinatorial chemistryOrganocatalysisOrganic chemistryReaction conditionsAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsAxial and Atropisomeric Chirality Synthesis