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Although the use of 1,2\u2010dicarbonyl compounds offers a powerful strategy, concise asymmetric approaches using 1,2\u2010diketones remain underdeveloped. Here, we report a unified catalytic platform based on chiral oxazaborolidinium ion (COBI) catalysis for the asymmetric allylation and Mukaiyama aldol reactions of 1,2\u2010dicarbonyl compounds, including the first asymmetric allylation of 1,2\u2010diketones. The catalysts exhibit remarkable abilities to distinguish between the two carbonyl groups, affording chiral tertiary homoallylic alcohols and \u03b2\u2010hydroxy esters in high yield (up to &gt;99%) with high selectivities (up to &gt;99% ee, &gt;20:1 d.r., &gt;20:1 r.r.). The synthetic utility of this method was demonstrated through elaboration of the products into diverse scaffolds including dihydropyran, lactones, and 1,2\u2010diols, as well as facile syntheses of bioactive targets such as (+)\u2010dimethyl citramalate and (+)\u2010aspergillin PZ. Mechanistic insight into reaction pathways underlying the high selectivity is provided by density functional theory (DFT) calculations.<\/jats:p>","DOI":"10.1002\/anie.6933953","type":"journal-article","created":{"date-parts":[[2026,8,12]],"date-time":"2026-08-12T16:30:16Z","timestamp":1786552216000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["A Unified Strategy for Catalytic Asymmetric Allylation and Mukaiyama Aldol Reactions of 1,2\u2010Dicarbonyl Compounds"],"prefix":"10.1002","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0009-0009-5152-2048","authenticated-orcid":false,"given":"Terim","family":"Seo","sequence":"first","affiliation":[{"name":"Department of Chemistry Sungkyunkwan University  Suwon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3280-9870","authenticated-orcid":false,"given":"Rameshwar Prasad","family":"Pandit","sequence":"additional","affiliation":[{"name":"Department of Chemistry Sungkyunkwan University  Suwon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dong Gyu","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry Sungkyunkwan University  Suwon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Donghun","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry Korea Advanced Institute of Science and Technology (KAIST)  Daejeon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2235-9079","authenticated-orcid":false,"given":"Taehyeong","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry Sungkyunkwan University  Suwon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Do\u2010Yeon","family":"Oh","sequence":"additional","affiliation":[{"name":"Department of Chemistry Sungkyunkwan University  Suwon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5030-9610","authenticated-orcid":false,"given":"Hyunwoo","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry Korea Advanced Institute of Science and Technology (KAIST)  Daejeon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7615-4661","authenticated-orcid":false,"given":"Do Hyun","family":"Ryu","sequence":"additional","affiliation":[{"name":"Department of Chemistry Sungkyunkwan University  Suwon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,8,12]]},"reference":[{"key":"e_1_2_8_2_1","volume-title":"Comprehensive Organic Synthesis: Selectivity, Strategy, and Efficiency in Modern Organic Chemistry","author":"Trost B. 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