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In this work, we describe the copper\u2010catalyzed enantioselective C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2212H alkynylation of unactivated cyclic 2\u2010iodo\u2010benzamide under photo\u2010irradiation by intramolecular 1,5\u2010hydrogen atom transfer (HAT). The employment of a new bisoxazoline diphenylamine ligand, in conjunction with 1,1\u2032\u2010bi\u20102\u2010naphthol, which significantly improved the reduction potential of the copper complex, was the key to success of this chemistry. Mechanistic and computational studies supported that the new copper complex served the dual role as a photoredox and coupling catalyst, the reaction went through a radical process, and the intramolecular 1,5\u2010HAT process was involved in the rate\u2010limiting step. Apart from the broad substrate scope including unprecedented benzocyclic amines, this method also showed excellent diastereoselectivity in 2\u2010monosubstituted cyclic amines via substrate control.\n                  <\/jats:p>","DOI":"10.1002\/anie.202208232","type":"journal-article","created":{"date-parts":[[2022,6,25]],"date-time":"2022-06-25T05:23:16Z","timestamp":1656134596000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":98,"title":["Photoinduced Copper\u2010Catalyzed Asymmetric C(sp\n                    <sup>3<\/sup>\n                    )\u2212H Alkynylation of Cyclic Amines by Intramolecular 1,5\u2010Hydrogen Atom Transfer"],"prefix":"10.1002","volume":"61","author":[{"given":"Rui","family":"Guo","sequence":"first","affiliation":[{"name":"CCNU-uOttawa Joint Research Centre Key Laboratory of Pesticides &amp; Chemical Biology Ministry of Education International Joint Research Center for Intelligent Biosensing Technology and Health College of Chemistry Central China Normal University (CCNU)  152 Luoyu Road Wuhan Hubei 430079 P. 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