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

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

Published in ORGANIC LETTERS,Volume 23;10.1021/acs.orglett.1c00156,MAR 5 2021

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