Synthesis and Reactivityof Atropo-DiastereomericBenzoazepine-Fused Isoindoles

The stereoselective oxidation of benzoazepine-fused isoindolines to benzoazepine-fused isoindole atropodiastereomers is investigated, revealing a central-to-axial chirality conversion. By leveraging the characteristic folded conformation of these C–N atropisomers, Diels–Alder cycloaddition of the isoindole is achieved with complete facial selectivity, generating sp³-rich structures as single isomers.