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Chiral sulfilimines are obtained in high yields (up to 95%) and enantioselectivities (up to 98% ee) under mild conditions. An isomerizable bis(oxazoline) ligand bearing a bridging CH\n                    <jats:sub>2<\/jats:sub>\n                    unit is identified as the key factor for both reactivity and stereoselectivity in the copper\u2010catalyzed radical\u2010relay coupling with sulfenamides. The method offers a general platform for accessing enantioenriched S(IV) architectures with aliphatic substituents and demonstrates strong potential for applications in medicinal chemistry.\n                  <\/jats:p>","DOI":"10.1002\/anie.6304086","type":"journal-article","created":{"date-parts":[[2026,2,18]],"date-time":"2026-02-18T18:13:51Z","timestamp":1771438431000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Enantioselective S\u2010Alkylation of Sulfenamides With Copper\u2010Catalyzed Amino\u2010Radical\u2010Transfer Deboronation"],"prefix":"10.1002","volume":"65","author":[{"given":"Ke","family":"Wang","sequence":"first","affiliation":[{"name":"Department of Medicinal Chemistry, State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine, Shandong Key Laboratory of Druggability Optimization and Evaluation for Lead Compounds, School of Pharmaceutical 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