ArticleChemical science2014
Copper-Catalyzed Alkene Diamination: Synthesis of Chiral 2-Aminomethyl Indolines and Pyrrolidines.
Article in Chemical science, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- An Enantioselective Alkene Aminoarylation to Form Chiral Indolines via Electrostatically-Directed Palladium Catalysis.Angewandte Chemie (International ed. in English) · 2026Article
- Chemoselective Cu-Catalyzed Cross-Nucleophile Alkylarylation of Alkenes.ACS catalysis · 2024Article
- Access to Chiral Diamine Derivatives through Stereoselective Cu-Catalyzed Reductive Coupling of Imines and Allenamides.The Journal of organic chemistry · 2021Article
- Enantioselective, Aerobic Copper-Catalyzed Intramolecular Carboamination and Carboetherification of Unactivated Alkenes.ACS catalysis · 2020Article
- Catalytic, EnantioselectiveJournal of the American Chemical Society · 2019Article
- Regio- and Enantioselective Synthesis of 1,2-Diamine Derivatives by Copper-Catalyzed Hydroamination.Organic letters · 2019Article
- Enantioselective Synthesis of anti-1,2-Diamines by Cu-Catalyzed Reductive Couplings of Azadienes with Aldimines and Ketimines.Journal of the American Chemical Society · 2018Article
- Diethylzinc-Mediated Metalloamination-Alkylation ofSynlett : accounts and rapid communications in synthetic organic chemistry · 2018Article
- Copper-catalyzed aminoalkynylation of alkenes with hypervalent iodine reagents.Chemical science · 2017Article
- Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes.The Journal of organic chemistry · 2017Article
- Copper-Catalyzed Alkene Aminoazidation as a Rapid Entry to 1,2-Diamines and Installation of an Azide Reporter onto Azahetereocycles.Journal of the American Chemical Society · 2017Article
- Direct Synthesis of 2-Formylpyrrolidines, 2-Pyrrolidinones and 2-Dihydrofuranones via Aerobic Copper-Catalyzed Aminooxygenation and Dioxygenation of 4-Pentenylsulfonamides and 4-Pentenylalcohols.Journal of the American Chemical Society · 2017Article
- Stereoselective Synthesis of Isoxazolidines via Copper-Catalyzed Alkene Diamination.ACS catalysis · 2017Article
- Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions.The Journal of organic chemistry · 2016Article
- Iron-Catalyzed Direct Diazidation for a Broad Range of Olefins.Angewandte Chemie (International ed. in English) · 2016Article
- Copper-catalyzed diamination of unactivated alkenes with hydroxylamines.Chemical science · 2015Article
- Copper-promoted synthesis of 1,4-benzodiazepinones via alkene diamination.Tetrahedron letters · 2015Article
- Catalytic diamination of olefins via N-N bond activation.Accounts of chemical research · 2014Article
- Cu(I)-catalyzed sequential diamination and dehydrogenation of terminal olefins: a facile approach to imidazolinones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2014Article
- Vicinal diamination of alkenes under Rh-catalysis.Journal of the American Chemical Society · 2014Article
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Authors and funding
2 authors.
Funding
Abstract
Chiral vicinal diamines, including 2-aminomethyl indolines and pyrrolidines, are useful as ligands for catalytic asymmetric reactions and are also found as important components of bioactive compounds. Herein is reported the first copper-catalyzed alkene diamination that occurs with high enantioselectivity. The substrate range is the broadest yet reported for this kind of intra-/intermolecular reaction sequence both with respect to γ-alkenyl sulfonamide substrate and external amine nucleophile. The resulting products expand the availability of substituted 2-aminomethyl indolines and pyrrolidines, privileged compounds in asymmetric catalysis and medicinal chemistry. A unique solution to a challenging oxidation problem related to copper catalyst turnover is also presented.
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Registered trials
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