ArticleACS catalysis2021
Nickel-Catalyzed, Stereospecific C-C and C-B Cross-Couplings via C-N and C-O Bond Activation.
Article in ACS catalysis, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 75 citations in OpenAlex.
- Nickel-catalyzed electrophiles-controlled enantioselective reductive arylative cyclization and enantiospecific reductive alkylative cyclization of 1,6-enynes.Nature communications · 2024Article
- Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions.Molecules (Basel, Switzerland) · 2024Article
- A general approach to stereospecific Pd-catalyzed cross-coupling reactions of benzylic stereocenters.Chemical science · 2023Article
- A Nickel-Catalyzed Cross-Electrophile Coupling Reaction of 1,3-Dimesylates for Alkylcyclopropane Synthesis: Investigation of Stereochemical Outcomes and Radical Lifetimes.ACS catalysis · 2023Article
- Nickel-catalyzed arylative substitution of homoallylic alcohols.Chemical science · 2022Article
- Visible-light-induced cross-coupling of aryl iodides with hydrazonesChemical science · 2022Article
- Reductant-Free Cross-Electrophile Synthesis of Di(hetero)arylmethanes by Palladium-Catalyzed Desulfinative C-C Coupling.Angewandte Chemie (International ed. in English) · 2022Article
- Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides.Molecules (Basel, Switzerland) · 2021Article
- Stereospecific Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Tosylate and Allyl Alcohol Electrophiles.Organic letters · 2021Article
- Lewis Basic Salt-Promoted Organosilane Coupling Reactions with Aromatic Electrophiles.Journal of the American Chemical Society · 2021Article
- Dissection of Alkylpyridinium Structures to Understand Deamination Reactions.ACS catalysis · 2021Article
- Overcoming the Naphthyl Requirement in Stereospecific Cross-Couplings to Form Quaternary Stereocenters.Journal of the American Chemical Society · 2021Article
Corrections and comments
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
Highly enantioenriched benzylic and allylic amines and alcohols are readily available via asymmetric synthesis and in complex natural products. The development of mild, nickel-catalyzed cross-couplings of their derivatives has advanced the tools available for the preparation of a range of highly enantioenriched products, including those with quaternary stereocenters. This perspective focuses on cross-couplings with convenient and functional group-tolerant organoboron reagents and highlights the discoveries of activating groups and conditions that have led to high-yielding and highly stereospecific reactions. Emphasis is placed on mechanistic understanding, particularly with regards to controlling inversion vs. retention pathways. Limitations and opportunities for future developments are also highlighted.
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