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However, enantioselective benzilic ester rearrangement involving a 1,2\u2010heterocycle shift presents significant challenges owing to inadequate enantiomeric differentiation and steric hindrance associated with tertiary alcohols. In this study, we employed chiral Lewis acid and bifunctional squaramide catalysts for enantioconvergent benzilic ester rearrangement, achieving high enantioselectivity in the construction of tertiary alcohols with chemically versatile functional groups and the synthesis of a novel chiral benzoxazole\u2013oxazoline (Boox) ligand for asymmetric electrocatalysis. DFT calculations elucidated a hemiketal\u2010initiated reaction mechanism, pivotal 1,2\u2010heterocycle shift transition states, and catalytic interactions that govern the increased enantioselectivity of the enantioconvergent benzilic ester rearrangement, furnishing crucial insights into the underlying mechanism.<\/jats:p>","DOI":"10.1002\/chem.202502635","type":"journal-article","created":{"date-parts":[[2025,10,7]],"date-time":"2025-10-07T05:32:07Z","timestamp":1759815127000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Enantioselective Catalytic 1,2\u2010Benzoxazolyl Migration for Tertiary \u03b1\u2010Hydroxy Ester Synthesis"],"prefix":"10.1002","volume":"31","author":[{"given":"Abudulajiang","family":"Nasier","sequence":"first","affiliation":[{"name":"Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry University of Science and Technology of China  Hefei 230026 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