Jiawang Liu's Team Publishes in JACS:Diastereo- and Enantioselective Pd-Catalyzed C–P Coupling for Axially and P-Chiral Phosphine Oxides via Simultaneous Dynamic Kinetic Asymmetric Transformation and Kinetic Resolution
发布时间:2025年07月07日

Recently, the research team led by Jiawang Liu from the Center for Transformative Molecular Frontier Sciences at Shanghai Jiao Tong University has achieved significant research progress. Their findings, titled "Diastereo- and Enantioselective Pd-Catalyzed C–P Coupling for Axially and P-Chiral Phosphine Oxides via Simultaneous Dynamic Kinetic Asymmetric Transformation and Kinetic Resolution," were published in the JACS.

Article abstract:



The catalytic asymmetric synthesis of atropisomers bearing axial and P-chirality is highly appealing yet remains a significant synthetic challenge. Herein, we report a Pd-catalyzed diastereo- and enantioselective C–P coupling reaction that enables the atroposelective construction of P-stereogenic heterobiaryls via the combination of dynamic kinetic asymmetric transformation of heterobiaryls and kinetic resolution of nonsymmetric secondary phosphine oxides. This protocol exhibits a broad substrate scope with excellent functional group tolerance, delivering a diverse array of axial and P-chiral phosphine oxides in high yields and excellent diastereoselectivities with near-perfect enantioselectivities. The synthetic utility of this method is further demonstrated by the facile preparation of multichiral Lewis base catalysts and the asymmetric synthesis of chiral P,N-ligands such as QUINAP.