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Herein, we disclosed an efficient and practical DKR\u2010involving (dynamic kinetic resolution) cascade strategy toward synthesizing a novel family of phosphorus\u2010installing helicenes by peptide\u2010mimic phosphonium salt (PPS) catalysis. The sequential process of PPS\u2010catalyzed phospha\u2010Michael attack and copper salt\u2010facilitated aromatization led to the formation of unprecedented phosphorus\u2010containing oxa[5]helicene scaffolds. A wide variety of substrates bearing an assortment of functional groups were compatible with this protocol, furnishing the expected helical compounds in high yields and excellent stereoselectivities. Additionally, the helical products could be conveniently elaborated to promising phosphine ligands with perfectly retained helical chirality, which turned out to be highly efficient chiral ligands in transition metal\u2010catalyzed reactions. These findings not only expand the current library of phosphorus\u2010containing helicenes but also offer insights to explore other challenging scaffolds with molecular chirality.<\/jats:p>","DOI":"10.1002\/anie.202309515","type":"journal-article","created":{"date-parts":[[2023,10,16]],"date-time":"2023-10-16T23:30:19Z","timestamp":1697499019000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":73,"title":["Organocatalytic Dynamic Kinetic Resolution Enabled Asymmetric Synthesis of Phosphorus\u2010Containing Chiral Helicenes"],"prefix":"10.1002","volume":"62","author":[{"given":"Jia\u2010Hong","family":"Wu","sequence":"first","affiliation":[{"name":"Key Laboratory of Green Chemistry &amp; Technology of Ministry of Education, College of Chemistry Sichuan University  29 Wangjiang Road Chengdu 610064 P. R. 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