ArticleAngewandte Chemie (International ed. in English)2018
Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.
Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Copper-Catalyzed Enantioconvergent Nucleophilic Fluorination of Alkyl Electrophiles to Generate α-Fluoroamides.Journal of the American Chemical Society · 2026Article
- Nickel-catalyzed C(spCommunications chemistry · 2025Article
- Metal-Catalyzed Enantioconvergent Transformations.Chemical reviews · 2023Review
- Photoredox catalysis harvesting multiple photon or electrochemical energies.Beilstein journal of organic chemistry · 2023Review
- Mechanism of a Luminescent Dicopper System That Facilitates Electrophotochemical Coupling of Benzyl Chlorides via a Strongly Reducing Excited State.ACS catalysis · 2022Article
- Metal-free, visible-light induced enantioselective three-component dicarbofunctionalization and oxytrifluoromethylation of enaminesChemical science · 2022Article
- Cu-Catalyzed Site-Selective Benzylic Chlorination Enabling Net C-H Coupling with Oxidatively Sensitive Nucleophiles.Organic letters · 2022Article
- Electrochemical borylation of carboxylic acids.Proceedings of the National Academy of Sciences of the United States of America · 2021Article
- Dual Ni/photoredox-catalyzed asymmetric cross-coupling to access chiral benzylic boronic esters.Nature communications · 2021Article
- Beyond Carbon: Enantioselective and Enantiospecific Reactions with Catalytically Generated Boryl- and Silylcopper Intermediates.ACS central science · 2020Review
- Nickel-Catalyzed Removal of Alkene Protecting Group of Phenols, Alcohols via Chain Walking Process.Molecules (Basel, Switzerland) · 2020Article
- Stereospecific and Chemoselective Copper-Catalyzed Deaminative Silylation of Benzylic Ammonium Triflates.Angewandte Chemie (International ed. in English) · 2020Article
- Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling.Angewandte Chemie (International ed. in English) · 2019Article
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4 authors.
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Abstract
Nickel-catalyzed cross-coupling has emerged as the most versatile approach to date for achieving enantioconvergent carbon-carbon bond formation using racemic alkyl halides as electrophiles. In contrast, there have not yet been reports of the application of chiral nickel catalysts to the corresponding reactions with heteroatom nucleophiles to produce carbon-heteroatom bonds with good enantioselectivity. Herein, we establish that a chiral nickel/pybox catalyst can borylate racemic secondary benzylic chlorides to provide enantioenriched benzylic boronic esters, a highly useful family of compounds in organic synthesis. The method displays good functional group compatibility (e.g., being unimpeded by the presence of an indole, a ketone, a tertiary amine, or an unactivated alkyl bromide), and both of the catalyst components (NiCl
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