Enantioselective Construction of C–C Axially Chiral Quinazolinones via Chirality Exchange and Phase-Transfer Catalysis

• DOI: 10.1021/acs.orglett.1c00156
• Publication Date: 2021-02-15T20:05:09Z
• Authors: Zeng Gao; Jinlong Qian; Huameng Yang; Jinlong Zhang; Gaoxi Jiang
• Keywords: Chirality; Kinetic resolution; Axial Chirality; Quinazolinone; Axial symmetry

A family of axially chiral quinazolinone-based heterobiaryls were constructed with high levels enantiocontrol (up to 94% ee). Convergently, three different synthetic methods have been realized prepare these valuable compounds including central-to-axial chirality transfer, dynamic kinetic resolution, and phase-transfer catalysis. Importantly, novel P,N-ligands a π–π stacking can be derived from by exchange strategy or synthesized directly complementary catalysis using the inexpensive quaternary ammonium salt.