Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 16, Pages 5688-5691Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b03448
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Funding
- F32 Ruth L. Kirschtein NRSA Fellowship [F32GM115024]
- NSF [CHE-1361296]
- Ermenegildo Zegna Group
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1361296] Funding Source: National Science Foundation
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A Ni-catalyzed reductive cross-coupling of styrenyl aziridines with aryl iodides is reported. This reaction proceeds by a stereoconvergent mechanism and is thus amenable to asymmetric catalysis using a chiral bioxazoline ligand for Ni. The process allows facile access to highly enantioenriched 2-arylphenethylamines from racemic aziridines. Multivariate analysis revealed that ligand polarizability, among other features, influences the observed enantioselectivity, shedding light on the success of this emerging ligand class for enantioselective Ni catalysis.
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