ArticleNature communications2025
Iron-catalysed stereoselective NH transfer enables dynamic kinetic resolution of sulfoxides.
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 8 papers.
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Who cites it
8 citing papers in PubMed.
- Reaction Pathway and Axial Ligand Effects of C(spJACS Au · 2026Article
- Iron-Catalyzed Asymmetric NHAngewandte Chemie (International ed. in English) · 2026Article
- Amine/ammonium buffering enables efficient anti-Markovnikov hydroamination of olefins with alkylamines.Nature communications · 2026Article
- Synthesis, characterization, and imidogen photochemistry of a hydrazoic acid adduct of RhChemical science · 2026Article
- Enantioconvergent Access to Chiral S(VI) Stereocenters by Kinetic Resolution of Sulfonimidoyl Chlorides.Angewandte Chemie (International ed. in English) · 2026Article
- Biocatalytic Enantioselective Oxidation ofOrganic letters · 2026Article
- Asymmetric synthesis of stereogenic-at-sulfur compounds via biocatalytic oxidation with Unspecific Peroxygenases.Nature communications · 2025Article
- Peptide-Catalyzed Asymmetric Amination of Sulfenamides Enabled by DFT-Guided Catalyst Optimization.Journal of the American Chemical Society · 2025Article
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Authors and funding
5 authors.
Funding
Abstract
Transition metal-catalysed asymmetric nitrene transfer provides a powerful means to access various bioactive N-containing compounds as single enantiomers. However, enantioselective NH transfer that allows concise assembly of unprotected enantioenriched amines remains an enduring challenge. We report here an iron-catalysed stereoselective NH imidation of sulfoxide, which is integrated with photocatalytic racemisation of sulfoxide, enabling a dynamic kinetic resolution (DKR) strategy for direct and asymmetric synthesis of NH-sulfoximines. This approach is distinct from the existing methods by avoiding protecting group manipulations and/or the use of chiral substrates. Computational studies on the NH imidation reaction suggest the involvement of an iron-aminyl radical intermediate, and its reaction with sulfoxide proceeds through a synchronous nucleophilic addition of sulfoxide to nitrogen center and ligand-to-metal single electron transfer process to form the N-S bond. In addition, the stereoselectivity is primarily dictated by the difference in dispersion interactions of the transition states.
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