Synthesis and Reactivity of Atropo-Diastereomeric Benzoazepine-Fused Isoindoles

Authors

de Ceuninck van Capelle, Lillian A.
Wales, Steven M.
Macdonald, James M.
Kruger, Megan
Richardson, Christopher
Gardiner, Michael G.
Hyland, Christopher J.T.

Journal Title

Journal ISSN

Volume Title

Publisher

Access Statement

Research Projects

Organizational Units

Journal Issue

Abstract

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.

Description

Keywords

Citation

Source

Journal of Organic Chemistry

Book Title

Entity type

Publication

Access Statement

License Rights

Restricted until