ArticleJournal of the American Chemical Society2014
Catalytic enantioselective cyclization/cross-coupling with alkyl electrophiles.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
What it found
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Who cites it
27 citing papers in PubMed.
- Substrate-Controlled Enantiodivergence in Ni-Catalyzed Access to Phosphorylated Oxindoles With Quaternary Stereocenters.Angewandte Chemie (International ed. in English) · 2026Article
- Ligand-enabled Ni-catalysed dicarbofunctionalisation of alkenes with diverse native functional groups.Nature communications · 2024Article
- Nickel/photoredox dual catalyzed arylalkylation of nonactivated alkenes.Nature communications · 2023Article
- RhodiumChemical science · 2022Article
- Transition Metal (Ni, Cu, Pd)-Catalyzed Alkene Dicarbofunctionalization Reactions.Accounts of chemical research · 2021Article
- Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes.Chemical science · 2021Article
- Nickel-Catalyzed Enantioselective Reductive Cross-Coupling Reactions.ACS catalysis · 2020Article
- Nickel-Catalyzed Dicarbofunctionalization of Alkenes.ACS catalysis · 2020Article
- Nickel-catalyzed three-component olefin reductive dicarbofunctionalization to access alkylborates.Chemical science · 2020Article
- Asymmetric Reductive Dicarbofunctionalization of Alkenes via Nickel Catalysis.Synlett : accounts and rapid communications in synthetic organic chemistry · 2020Article
- Nickel-Catalyzed α-Carbonylalkylarylation of Vinylarenes: Expedient Access to γ,γ-Diarylcarbonyl and Aryltetralone Derivatives.Angewandte Chemie (International ed. in English) · 2020Article
- Mechanisms of Nickel-Catalyzed Coupling Reactions and Applications in Alkene Functionalization.Accounts of chemical research · 2020Article
- Nickel-catalyzed enantioselective reductive carbo-acylation of alkenes.Communications chemistry · 2020Article
- Intra- and intermolecular Fe-catalyzed dicarbofunctionalization of vinyl cyclopropanes.Chemical science · 2020Article
- Cascade Cross-Coupling of Dienes: Photoredox and Nickel Dual Catalysis.Angewandte Chemie (International ed. in English) · 2020Article
- Ni(I)-CatalyzedACS catalysis · 2019Article
- Enantioselective synthesis of quaternary 3,4-dihydroisoquinolinonesChemical science · 2019Article
- Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents.Angewandte Chemie (International ed. in English) · 2019Article
- Three-component vicinal-diarylation of alkenesChemical science · 2019Article
- Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies.Journal of the American Chemical Society · 2019Article
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Authors and funding
2 authors.
Funding
Abstract
As part of our ongoing effort to expand the scope of cross-coupling reactions of alkyl electrophiles, we have pursued a strategy wherein the nucleophilic coupling partner includes a pendant olefin; after transmetalation by such a substrate, if β-migratory insertion proceeds faster than direct cross-coupling, an additional carbon-carbon bond and stereocenter can be formed. With the aid of a nickel/diamine catalyst (both components are commercially available), we have established the viability of this approach for the catalytic asymmetric synthesis of 2,3-dihydrobenzofurans and indanes. Furthermore, we have applied this new method to the construction of the dihydrobenzofuran core of fasiglifam, as well as to a cross-coupling with a racemic alkyl electrophile; in the latter process, the chiral catalyst controls two stereocenters, one that is newly generated in a β-migratory insertion and one that begins as a mixture of enantiomers.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.