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Herein, we report a cobalt\/Salox\u2010catalyzed enantioselective annulation strategy that enables the simultaneous formation of B\u2010stereogenic frameworks and a C\u2500N chiral axis via C\u2500H and N\u2500H annulation of arylamides with dialkynylborons. This protocol achieves asymmetric desymmetrization at boron along with effective diastereocontrol on the C\u2500N axis under mild conditions. A wide range of aryl amides and alkynes are well tolerated, delivering structurally diverse products in good yields with consistently high diastereo\u2010 and enantioselectivities. Mechanistic studies, including control experiments and isotope labelling, provide insight into the reaction pathway and the origin of stereocontrol. The resulting chiral boron\u2010containing compounds exhibit notable fluorescence, and their photophysical properties suggest potential utility in optoelectronic applications.<\/jats:p>","DOI":"10.1002\/advs.77047","type":"journal-article","created":{"date-parts":[[2026,8,10]],"date-time":"2026-08-10T15:44:55Z","timestamp":1786376695000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Cobalt\u2010Catalyzed Asymmetric Construction of Boron Stereocenters With C\u2013N Axial Chirality"],"prefix":"10.1002","author":[{"given":"Subramani","family":"Kumaran","sequence":"first","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Kanpur  Kanpur Uttar Pradesh India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Harihara Subramanian","family":"Ravi Sankar","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Kanpur  Kanpur Uttar Pradesh India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pritam","family":"Maity","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Kanpur  Kanpur Uttar Pradesh India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6975-2065","authenticated-orcid":false,"given":"J. 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