Lillian A de Ceuninck van Capelle, Steven M Wales, James M Macdonald, Megan Kruger, Christopher Richardson, Michael G Gardiner, Christopher J T Hyland
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Synthesis and Reactivity of Atropo-Diastereomeric Benzoazepine-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.
期刊介绍：
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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