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Here, we develop a general approach to access these compounds through cobalt\u2010catalyzed hydroalkylation of allenes and alkenes with dihaloamides. The reactions of allenes and terminal alkenes lead to alkylation only at the terminal position. In contrast, the reactions of internal alkenes occur via chain\u2010walking and alkylation at the terminal position. These reactions operate by enantioconvergent transformation of racemic secondary alkyl halides to give enantio\u2010enriched products. The method exhibits broad scope and high chemo, regio, and enantioselectivity. The synthetic utility of the method is demonstrated by further transformations of the products as well as the application in late\u2010stage functionalization of complex substrates.<\/jats:p>","DOI":"10.1002\/anie.202508637","type":"journal-article","created":{"date-parts":[[2025,6,5]],"date-time":"2025-06-05T03:54:04Z","timestamp":1749095644000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Enantioconvergent Cobalt\u2010Catalyzed Hydroalkylation for the Construction of Fluoro, Chloro, and Trifluoromethyl Stereogenic Centers"],"prefix":"10.1002","volume":"64","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1161-6700","authenticated-orcid":false,"given":"Uttam","family":"Dhawa","sequence":"first","affiliation":[{"name":"Laboratory of Inorganic Synthesis and Catalysis Institute of Chemical Sciences and Engineering \u00c9cole Polytechnique F\u00e9d\u00e9rale de Lausanne (EPFL), ISIC\u2010LSCI  Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8335-1196","authenticated-orcid":false,"given":"Xile","family":"Hu","sequence":"additional","affiliation":[{"name":"Laboratory of Inorganic Synthesis and Catalysis Institute of Chemical Sciences and Engineering \u00c9cole Polytechnique F\u00e9d\u00e9rale de Lausanne (EPFL), ISIC\u2010LSCI  Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,6,18]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1039\/B610213C"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2020.109639"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c02015"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.03.063"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/ed1003806"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.4c00501"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja5031744"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b04725"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b05848"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b00473"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b12308"},{"key":"e_1_2_8_12_1","first-page":"11418","volume":"146","author":"Chen F.","year":"2024","journal-title":"J. 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