ArticleACS catalysis2017
Stereoselective Synthesis of Isoxazolidines via Copper-Catalyzed Alkene Diamination.
Article in ACS catalysis, 2017. 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.
- Rh(III)-Catalyzed AlkeneACS catalysis · 2024Article
- Radical Cyclization-Initiated Difunctionalization Reactions of Alkenes and Alkynes.Molecules (Basel, Switzerland) · 2024Review
- Ring Opening of Aziridines by Pendant Sulfamates Allows for Regioselective and Stereospecific Preparation of Vicinal Diamines.The Journal of organic chemistry · 2023Article
- Modular and practical diamination of allenes.Nature communications · 2023Article
- Pd-Catalyzed Alkene Diamination Reactions withThe Journal of organic chemistry · 2021Article
- Vicinal difunctionalization of carbon-carbon double bond for the platform synthesis of trifluoroalkyl amines.Nature communications · 2020Article
- Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes.Synthesis · 2020Article
- Pd-Catalyzed Alkene Diamination Reactions of Nitrogen Electrophiles: Synthesis of Cyclic Guanidines and Ureas Bearing Dialkylaminomethyl Groups.Organic letters · 2018Article
- Regiodivergent Iridium(III)-Catalyzed Diamination of Alkenyl Amides with Secondary Amines: Complementary Access to γ- or δ-Lactams.Journal of the American Chemical Society · 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
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Authors and funding
3 authors.
Funding
Abstract
A convenient copper-catalyzed intramolecular/intermolecular alkene diamination reaction to synthesize 3-aminomethyl-functionalized isoxazolidines under mild reaction conditions and with generally high levels of diastereoselectivity was achieved. This reaction demonstrates that previously underutilized unsaturated carbamates are good [Cu]-catalyzed diamination substrates. Sulfonamides, anilines, benzamide, morpholine, and piperidine can serve as the external amine source. This relatively broad amine range is attributed to the mild reaction conditions. Reduction of the N-O bond could also be achieved, revealing the corresponding 3,4-diamino-1-alcohols efficiently.
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