ArticleAngewandte Chemie (International ed. in English)2017
Control of Vicinal Stereocenters through Nickel-Catalyzed Alkyl-Alkyl Cross-Coupling.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Iridium-Catalyzed Stereocontrolled C(spJournal of the American Chemical Society · 2025Article
- Nickel-Catalyzed Enantioconvergent and Diastereoselective Allenylation of Alkyl Electrophiles: Simultaneous Control of Central and Axial Chirality.Journal of the American Chemical Society · 2024Article
- Metal-Catalyzed Enantioconvergent Transformations.Chemical reviews · 2023Review
- Enantioselective Csp3-Csp3 formation by nickel-catalyzed enantioconvergent cross-electrophile alkyl-alkyl coupling of unactivated alkyl halides.Science advances · 2023Article
- Ligand-enabled Ni-catalysed enantioconvergent intermolecular Alkyl-Alkyl cross-coupling between distinct Alkyl halides.Nature communications · 2023Article
- Desymmetrization of Vicinal Bis(boronic) Esters by Enantioselective Suzuki-Miyaura Cross-Coupling Reaction.Journal of the American Chemical Society · 2023Article
- Site- and enantioselective cross-coupling of saturated N-heterocycles with carboxylic acids by cooperative Ni/photoredox catalysis.Nature communications · 2023Article
- Nickel-Catalyzed Enantioselective Reductive Alkyl-Carbamoylation of Internal Alkenes.Angewandte Chemie (International ed. in English) · 2022Article
- DFT insight into asymmetric alkyl-alkyl bond formationChemical science · 2022Article
- C-H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods.SynOpen (2017) · 2021Article
- Asymmetric Total Syntheses of Di- and Sesquiterpenoids by Catalytic C-C Activation of Cyclopentanones.Angewandte Chemie (International ed. in English) · 2020Article
- Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles.Science (New York, N.Y.) · 2020Article
- Article
- Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling.Angewandte Chemie (International ed. in English) · 2019Article
- Synthesis of Novel 2-(Het)arylpyrrolidine Derivatives and Evaluation of Their Anticancer and Anti-Biofilm Activity.Molecules (Basel, Switzerland) · 2019Article
- Enantioconvergent Cross-Couplings of Alkyl Electrophiles: The Catalytic Asymmetric Synthesis of Organosilanes.Angewandte Chemie (International ed. in English) · 2019Article
- Synthesis of chiral diamine ligands for nickel-catalyzed asymmetric cross-couplings of alkylchloroboronate esters with alkylzincs: (1Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2019Article
- Metallaphotoredox-Catalyzed Cross-Electrophile CJournal of the American Chemical Society · 2018Article
- Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.Angewandte Chemie (International ed. in English) · 2018Article
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4 authors.
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Abstract
Vicinal stereocenters are found in many natural and unnatural compounds. Although metal-catalyzed cross-coupling reactions of unactivated alkyl electrophiles are emerging as a powerful tool in organic synthesis, there have been virtually no reports of processes that generate, much less control, vicinal stereocenters. In this investigation, we establish that a chiral nickel catalyst can mediate doubly stereoconvergent alkyl-alkyl cross-coupling, specifically, reactions of a racemic pyrrolidine-derived nucleophile with cyclic alkyl halides (as mixtures of stereoisomers) to produce vicinal stereocenters with very good stereoselectivity.
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