Nickel-Catalyzed Asymmetric Reductive Cross-Coupling To Access 1,1-Diarylalkanes

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling To Access 1,1-Diarylalkanes

An asymmetric Ni-catalyzed reductive cross-coupling of (hetero)­aryl iodides and benzylic chlorides has been developed to prepare enantioenriched 1,1-diarylalkanes. As part of these studies, a new chiral bioxazoline ligand, 4-heptyl-BiOX (L1), was developed in order to obtain products in synthetical...

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Veröffentlicht in:Journal of the American Chemical Society 2017-04, Vol.139 (16), p.5684-5687
Hauptverfasser: Poremba, Kelsey E, Kadunce, Nathaniel T, Suzuki, Naoyuki, Cherney, Alan H, Reisman, Sarah E
Format: Artikel
Sprache:eng
Schlagworte:
Alkanes - chemical synthesis
Alkanes - chemistry
Catalysis
Hydrocarbons, Chlorinated - chemistry
Hydrocarbons, Iodinated - chemistry
Molecular Structure
Nickel - chemistry
Oxidation-Reduction
Stereoisomerism
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Beschreibung
Zusammenfassung:An asymmetric Ni-catalyzed reductive cross-coupling of (hetero)­aryl iodides and benzylic chlorides has been developed to prepare enantioenriched 1,1-diarylalkanes. As part of these studies, a new chiral bioxazoline ligand, 4-heptyl-BiOX (L1), was developed in order to obtain products in synthetically useful yield and enantioselectivity. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, indoles, and piperidines.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.7b01705