ArticleNature communications2019
Photocatalytic enantioselective α-aminoalkylation of acyclic imine derivatives by a chiral copper catalyst.
Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Leveraging reactivity to gain precise control over macromolecular structures with photocatalysis in reversible-deactivation radical polymerizations.Chemical science · 2025Review
- Dialkylation of CFNature communications · 2024Article
- Merging of Light/Dark Palladium Catalytic Cycles Enables Multicomponent Tandem Alkyl Heck/Tsuji-Trost Homologative Amination Reaction toward Allylic Amines.Journal of the American Chemical Society · 2023Article
- Visible-light-induced chemo-, diastereo- and enantioselective α-C(spChemical science · 2023Article
- Excited-State Copper-Catalyzed [4 + 1] Annulation Reaction Enables Modular Synthesis of α,β-Unsaturated-γ-Lactams.Journal of the American Chemical Society · 2022Article
- Enantioselective 1,3-Dipolar Cycloaddition Using (Molecules (Basel, Switzerland) · 2022Article
- Visible Light-Induced Transition Metal Catalysis.Chemical reviews · 2022Review
- Chiral Photocatalyst Structures in Asymmetric Photochemical Synthesis.Chemical reviews · 2022Review
- Diastereocontrol in Radical Addition to β-Benzyloxy Hydrazones: Revised Approach to Tubuvaline and Synthesis ofThe Journal of organic chemistry · 2021Article
- A Diastereodivergent and Enantioselective Approach toJournal of the American Chemical Society · 2021Article
- Organophotocatalytic selective deuterodehalogenation of aryl or alkyl chlorides.Nature communications · 2021Article
- Photocatalytic three-component asymmetric sulfonylation via direct C(spNature communications · 2021Article
- Stereoinduction in Metallaphotoredox Catalysis.Angewandte Chemie (International ed. in English) · 2021Review
- Synthesis of amino-diamondoid pharmacophores via photocatalytic C-H aminoalkylation.Chemical communications (Cambridge, England) · 2020Article
- Introduction of a 7-aza-6-MeO-indoline auxiliary in Lewis-acid/photoredox cooperative catalysis: highly enantioselective aminomethylation of α,β-unsaturated amides.Chemical science · 2020Article
- Recent developments in enantioselective photocatalysis.Beilstein journal of organic chemistry · 2020Review
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Copper-based asymmetric photocatalysis has great potential in the development of green synthetic approaches to chiral molecules. However, there are several formidable challenges associated with such a conception. These include the relatively weak visible light absorption, short excited-state lifetimes, incompatibility of different catalytic cycles, and the difficulty of the stereocontrol. We report here an effective strategy by means of single-electron-transfer (SET) initiated formation of radicals and photoactive intermediates to address the long-standing problems. Through elaborate selection of well-matched reaction partners, the chiral bisoxazoline copper catalyst is engaged in the SET process, photoredox catalysis, Lewis acid activation and asymmetric induction. Accordingly, a highly enantioselective photocatalytic α-aminoalkylation of acyclic imine derivatives has been accessed. This strategy sheds light on how to make use of diverse functions of a single transition metal catalyst in one reaction, and offers an economic and simplified approach to construction of highly valuable chiral vicinal diamines.
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Registered trials
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.