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Palladium-Catalyzed, Enantioselective Heine Reaction.

ABSTRACT: 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.

SUBMITTER: Punk M

PROVIDER: S-EPMC4933940 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Palladium-Catalyzed, Enantioselective Heine Reaction.

Punk Molly M Merkley Charlotte C Kennedy Katlyn K Morgan Jeremy B JB

ACS catalysis 20160615 7

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 ...[more]

PMID: 27398262

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