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Herein, we report the asymmetric generation and transformation of carbonyl ylides from oxindoles using a \u03b2\u2010aryl axially chiral iridium porphyrin complex. This system enables a highly site\u2010selective and enantioselective reaction between oxindoles and aryl diazoesters, involving enantioselective carbonyl ylide formation, tandem epoxidation, and rearrangement. The process efficiently provides a series of chiral tertiary 2\u2010indolyl alcohols that are difficult to access via direct Friedel\u2013Crafts alkylation of indoles.<\/jats:p>","DOI":"10.1002\/anie.202519102","type":"journal-article","created":{"date-parts":[[2025,11,3]],"date-time":"2025-11-03T07:39:57Z","timestamp":1762155597000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Iridium Porphyrin\u2010Catalyzed Asymmetric Rearrangement of Oxindoles with Aryl Diazoesters: Enantioselective Synthesis of Chiral Tertiary 2\u2010Indolyl Alcohols"],"prefix":"10.1002","volume":"65","author":[{"given":"Ya\u2010Zhou","family":"Lin","sequence":"first","affiliation":[{"name":"School of Chemical Science and Engineering Tongji University  1239 Siping Road Shanghai 200092 P.R. 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