Literature DB >> 28406620

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

Kelsey E Poremba1, Nathaniel T Kadunce1, Naoyuki Suzuki1, Alan H Cherney1, Sarah E Reisman1.   

Abstract

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.

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Year:  2017        PMID： 28406620      PMCID： PMC5851002          DOI： 10.1021/jacs.7b01705

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  50 in total

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6.  Nickel-catalyzed reductive cross-coupling of unactivated alkyl halides.

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8.  Asymmetric Suzuki cross-couplings of activated secondary alkyl electrophiles: arylations of racemic alpha-chloroamides.

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9.  Nickel/bis(oxazoline)-catalyzed asymmetric Negishi arylations of racemic secondary benzylic electrophiles to generate enantioenriched 1,1-diarylalkanes.

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  27 in total

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4.  Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future.

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7.  Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides.

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8.  Synthesis of Axially Chiral 2,2'-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution.

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Journal:  J Am Chem Soc       Date:  2021-01-13       Impact factor: 15.419

9.  Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes.

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Journal:  Angew Chem Int Ed Engl       Date:  2019-02-11       Impact factor: 15.336

10.  General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis.

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