Rhodium(III)‐Catalyzed Asymmetric Access to Spirocycles through C−H Activation and Axial‐to‐Central Chirality Transfer
Lingheng Kong, Han Xi, Song Liu, Yun Zou, Yu Lan, Xingwei Li
Abstract
Abstract Axial‐to‐central chirality transfer is an important strategy to construct chiral centers, where the axially chiral reagents are mostly limited to atropomerically stable ones. Reported herein is a Rh III ‐catalyzed enantioselective spiroannulative synthesis of nitrones. The coupling proceeds via C−H arylation to give an atropomerically metastable biaryl, followed by intramolecular dearomative trapping under oxidative conditions with high degree of chirality transfer.
Topics & Concepts
Enantioselective synthesisChirality (physics)RhodiumAxial chiralityIntramolecular forceChemistryCatalysisAlleneStereochemistryCombinatorial chemistryOrganic chemistryPhysicsChiral symmetryNambu–Jona-Lasinio modelQuantum mechanicsQuarkAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions