Construction of C−C Axial Chirality via Asymmetric Carbene Insertion into Arene C−H Bonds
Ziyong Li, Ying Chen, Chuang Wang, Guangyang Xu, Ying Shao, Xinhao Zhang, Shengbiao Tang, Jiangtao Sun
Abstract
Abstract By using diazonaphthoquinones and anilines as key reagents and through a point‐to‐axis chiral transfer strategy, the atroposelective synthesis via asymmetric C(sp 2 )−H bond insertion reaction of arenes has been realized under rhodium catalysis, providing the resulting biaryl atropisomers in moderate to excellent yields with good enantiomeric ratios (up to 99:1). Further elaboration indicates this type of axially biaryl scaffold may have promising potentials in developing novel chiral ligands.
Topics & Concepts
AtropisomerRhodiumAxial chiralityCarbeneChemistryEnantiomerChirality (physics)ReagentCombinatorial chemistryCatalysisEnantioselective synthesisStereochemistryOrganic chemistryChiral symmetryPhysicsQuantum mechanicsNambu–Jona-Lasinio modelQuarkAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry Methods