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Herein, we have developed an efficient and economical method to synthesize enantiopure <jats:italic>\u03b1<\/jats:italic>\u2010hydroxy allyl ketones via a copper hydride (CuH)\u2010catalyzed hydroacylation of alkoxyallenes, a significant advancement given the scarcity of reports on such scaffolds in the literature. DFT calculations reveal that this reaction proceeds through the nucleophilic attack of a kinetically favourable <jats:italic>Z<\/jats:italic>\u2010selective allyl\u2010copper intermediate on acid anhydrides via a six\u2010membered chair\u2010like transition state, stabilized by strongly attractive non\u2010covalent interactions that ultimately leads to high level of enantioselectivities using the simple BINAP ligand. This method successfully overcomes the challenges of over\u2010reduction of carbonyl functionality in the presence of CuH\u2010complex, olefin isomerization and the presence of a highly enolizable <jats:italic>\u03b1<\/jats:italic>\u2010stereocenter, which can lead to erosion in enantioselectivities, making our strategy highly desirable. The reaction exhibits a wide range of substrate scope including symmetrical as well as carbonic anhydrides with both aromatic, and aliphatic substitutions. In addition, <jats:italic>\u03b1<\/jats:italic>\u2010substituted acid anhydrides provide exclusive <jats:italic>syn<\/jats:italic>\u2010selective <jats:italic>\u03b1,\u03b1\u2032<\/jats:italic>\u2010disubstituted allyl ketones in excellent enantiomeric ratios, where the nucleophilic allylation occurs on one of the carbonyls containing the matched <jats:italic>\u03b1\u2010<\/jats:italic>stereocenter, confirmed with mechanistic studies.<\/jats:p>","DOI":"10.1002\/anie.202420106","type":"journal-article","created":{"date-parts":[[2025,1,31]],"date-time":"2025-01-31T05:14:12Z","timestamp":1738300452000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Enantioselective Synthesis of <i>\u03b1<\/i>\u2010Hydroxy Allyl Ketones via BINAP\u2010CuH\u2010Catalyzed Hydroacylation"],"prefix":"10.1002","volume":"64","author":[{"given":"Sundaram","family":"Maurya","sequence":"first","affiliation":[{"name":"Department of Organic Synthesis and Process Chemistry CSIR-Indian Institute of Chemical Technology (CSIR-IICT)  Hyderabad 500007 India"},{"name":"Academy of Scientific and Innovative Research (AcSIR)  Ghaziabad 201 002 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"N.","family":"Navaneetha","sequence":"additional","affiliation":[{"name":"Department of Organic Synthesis and Process Chemistry CSIR-Indian Institute of Chemical Technology (CSIR-IICT)  Hyderabad 500007 India"},{"name":"Academy of Scientific and Innovative Research (AcSIR)  Ghaziabad 201 002 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Prativa","family":"Behera","sequence":"additional","affiliation":[{"name":"Institute of Chemical Technology Mumbai IOC Odisha Campus Bhubaneswar  Bhubaneswar 751013 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jagadeesh Babu","family":"Nanubolu","sequence":"additional","affiliation":[{"name":"Department of Analytical and Structural Chemistry CSIR-Indian Institute of Chemical Technology (CSIR-IICT)  Hyderabad 500007 India"},{"name":"Academy of Scientific and Innovative Research (AcSIR)  Ghaziabad 201 002 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4205-1626","authenticated-orcid":false,"given":"Lisa","family":"Roy","sequence":"additional","affiliation":[{"name":"Department of Education Indian Institute of Technology Kharagpur  Kharagpur 721302 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2072-7429","authenticated-orcid":false,"given":"Rambabu","family":"Chegondi","sequence":"additional","affiliation":[{"name":"Department of Organic Synthesis and Process Chemistry CSIR-Indian Institute of Chemical Technology (CSIR-IICT)  Hyderabad 500007 India"},{"name":"Academy of Scientific and Innovative Research (AcSIR)  Ghaziabad 201 002 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,2,17]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"\u00a0"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CS00535C"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.8b00567"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.201800133"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1248\/cpb.53.1211"},{"key":"e_1_2_7_6_1","unstructured":"For selected book and reviews on utility of allenes see:"},{"key":"e_1_2_7_7_2","doi-asserted-by":"crossref","unstructured":"R. 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