ArticleNature communications2025
Copper-catalyzed enantioselective three-component radical 1,4-perfluoroalkylamination of 1,3-dienes.
Article in Nature communications, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Modular synthesis of functionalized azetidines through visible-light copper-catalyzed carboamination of 1,3-dienes with azabicyclo[1.1.0]butanes.Chemical science · 2026Article
- Copper-Catalyzed Amino Radical Transfer-Mediated Deborylation for Chiral Ester Synthesis.Angewandte Chemie (International ed. in English) · 2026Article
- Stereodivergent synthesis of chiral amines bearing vicinal stereocenters via hydroamination of trisubstituted alkenes.Nature communications · 2026Article
- Copper-Catalyzed Three-Component Selective 1,4-Amino Oxygenation of 1,3-Dienes.Angewandte Chemie (International ed. in English) · 2026Article
- Cu-Catalyzed Three-Component Carbofunctionalization of 1,3-Dienes.ACS catalysis · 2025Article
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Authors and funding
5 authors.
Funding
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Abstract
Catalytic enantioselective three-component aminative difunctionalization of readily available 1,3-dienes offers a straightforward methodology to fast access significant and complex chiral allylic amines. Nevertheless, compared to the widely studied two-component reactions, the three-component reactions, especially using anilines-very common bulk feedstock chemicals as aminating reagents are underdeveloped. More importantly, the limited examples of enantioselective three-component aminative difunctionalization of 1,3-dienes with anilines only showed 1,2-selectivity; and the corresponding 1,4-regioselectivity remains unknown. Here, we report a copper-catalyzed enantioselective radical three-component 1,4-perfluoroalkylamination of 1,3-dienes with anilines and perfluoroalkyl reagents, efficiently providing an array of valuable perfluoroalkylated chiral allylic amines in good to excellent yields with excellent enantioselectivity. Mechanistic investigations, including controlled experiments and DFT studies, elucidate the origination of the regioselectivity and enantioselectivity, and suggest a radical reaction pathway involving an asymmetric cross-coupling between allylic radical and copper-stabilized nitrogen radical species to construct C-N bond enantioselectively.
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Registered trials
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