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Palladium-Catalyzed, Enantioselective Heine Reaction

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journal contribution
posted on 15.06.2016, 00:00 by Molly Punk, Charlotte Merkley, Katlyn Kennedy, Jeremy B. Morgan
Aziridines are important synthetic intermediates for the generation of nitrogen-containing molecules. N-Acylaziridines undergo rearrangement by ring expansion to produce oxazolines, a process known as the Heine reaction. The first catalytic, enantioselective Heine reaction is reported for meso-N-acylaziridines where a palladium­(II)–diphosphine complex is employed. The highly enantioenriched oxazoline products are valuable organic synthons and potential ligands for transition-metal catalysis.