{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,17]],"date-time":"2026-10-17T12:26:52Z","timestamp":1792240012320,"version":"4.4.0"},"reference-count":62,"publisher":"Wiley","issue":"28","license":[{"start":{"date-parts":[[2025,5,19]],"date-time":"2025-05-19T00:00:00Z","timestamp":1747612800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22293011"],"award-info":[{"award-number":["22293011"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22478374"],"award-info":[{"award-number":["22478374"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22279125"],"award-info":[{"award-number":["22279125"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2025,7,7]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Light\u2010driven decarboxylative cross\u2010coupling has emerged as a pivotal platform for constructing C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2013C(sp\n                    <jats:sup>2<\/jats:sup>\n                    ) bonds in organic synthesis and medicinal chemistry. However, using two structurally dissimilar carboxylic acids as a feedstock to form chiral \u03b1\u2010oxygenated ketones remains a considerable challenge due to side reactions such as decarboxylative reduction and homocoupling. Herein, we report for the first time a photoredox\/nickel dual\u2010catalyzed enantioselective decarboxylative acylation of \u03b1\u2010hydroxy acid derivatives and aliphatic carboxylic acids, enabling efficient access to enantioenriched \u03b1\u2010oxygenated ketones. This method exhibits a broad substrate scope, good functional group tolerance, high chemoselectivity, and excellent enantioselectivity (up to 99% e.e.). The advantage of this reaction is that it eliminates the need for metal reductants and the use of precious metal photocatalysts and utilizes renewable feedstocks. The use of a coiled\u2010tube continuous\u2010flow photoreactor can shorten the illumination time by half and obtain results comparable to those of a batch reaction. Furthermore, preliminary mechanistic experiments support a pathway in which photocatalytic decarboxylation generates \u03b1\u2010oxy alkyl radical species, and the Ni(I)\u2013alkyl intermediate activates the in situ\u2013formed mixed anhydride followed by reductive elimination to give the product in enantiomerically pure form.\n                  <\/jats:p>","DOI":"10.1002\/anie.202506424","type":"journal-article","created":{"date-parts":[[2025,5,6]],"date-time":"2025-05-06T02:56:04Z","timestamp":1746500164000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Enantioselective Decarboxylative Acylation of \u03b1\u2010Hydroxy Acids with Carboxylic Acids via Photoredox\/Nickel Dual Catalysis"],"prefix":"10.1002","volume":"64","author":[{"given":"Chen\u2010Qiang","family":"Deng","sequence":"first","affiliation":[{"name":"State Key Laboratory of Precision and Intelligent Chemistry CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Chemistry Department of Applied Chemistry University of Science and Technology of China  Hefei 230026 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peng\u2010Pai","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Precision and Intelligent Chemistry CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Chemistry Department of Applied Chemistry University of Science and Technology of China  Hefei 230026 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuantai","family":"Xu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Precision and Intelligent Chemistry CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Chemistry Department of Applied Chemistry University of Science and Technology of China  Hefei 230026 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xue\u2010Bin","family":"Zhang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Precision and Intelligent Chemistry CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Chemistry Department of Applied Chemistry University of Science and Technology of China  Hefei 230026 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jin","family":"Deng","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Precision and Intelligent Chemistry CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Chemistry Department of Applied Chemistry University of Science and Technology of China  Hefei 230026 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yao","family":"Fu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Precision and Intelligent Chemistry CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Chemistry Department of Applied Chemistry University of Science and Technology of China  Hefei 230026 China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,5,19]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.7164\/antibiotics.49.932"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2003.10.017"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo061395t"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature06284"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar900196n"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.phytol.2012.10.006"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jnatprod.9b00551"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)86371-7"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol000056y"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-1998-3126"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs35046g"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00013a008"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2007.10.014"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1039\/b904021h"},{"key":"e_1_2_8_15_1","first-page":"444","volume":"12","author":"Menon R. S.","year":"2016","journal-title":"J. Org. Chem."},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs15333e"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020517)41:10<1743::AID-ANIE1743>3.0.CO;2-Q"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1055\/a-1856-5688"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2005.06.015"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0OB02017F"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2017.05.001"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja501772m"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c01842"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.3c00775"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570-017-0065"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b11707"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja402922w"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c01422"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c01208"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.31635\/ccschem.022.202202076"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c10072"},{"key":"e_1_2_8_32_1","volume":"62","author":"Gao Y.","year":"2023","journal-title":"Angew. Chem. Int. Ed."},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.6b00370"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b02238"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b10026"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11426-019-9701-5"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.4c00309"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2022.214479"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.6023\/cjoc202211032"},{"key":"e_1_2_8_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c00725"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b13211"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b03338"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202305889"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b03705"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c03164"},{"key":"e_1_2_8_46_1","unstructured":"Commercial availability of different chemicals is as follows: R\u2013COOH (1687363) R\u2013Br (212 517) R\u2013CHO (117890) and R\u2013COCl 1419. These data were acquired from the eMolecules database(https:\/\/www.emolecules.com\/)."},{"key":"e_1_2_8_47_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1183990"},{"key":"e_1_2_8_48_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-020-18532-3"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4GC04788E"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201101772"},{"key":"e_1_2_8_51_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2GC03235J"},{"key":"e_1_2_8_52_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-024-07628-1"},{"key":"e_1_2_8_53_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-023-06677-2"},{"key":"e_1_2_8_54_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202213739"},{"key":"e_1_2_8_55_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC03596G"},{"key":"e_1_2_8_56_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c10471"},{"key":"e_1_2_8_57_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-021-23887-2"},{"key":"e_1_2_8_58_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-023-35800-0"},{"key":"e_1_2_8_59_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-019-0319-5"},{"key":"e_1_2_8_60_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5SC02185E"},{"key":"e_1_2_8_61_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trechm.2019.08.004"},{"key":"e_1_2_8_62_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2010.09.147"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202506424","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,1,5]],"date-time":"2026-01-05T15:22:30Z","timestamp":1767626550000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202506424"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,5,19]]},"references-count":62,"journal-issue":{"issue":"28","published-print":{"date-parts":[[2025,7,7]]}},"alternative-id":["10.1002\/anie.202506424"],"URL":"https:\/\/doi.org\/10.1002\/anie.202506424","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,5,19]]},"assertion":[{"value":"2025-03-20","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-05-04","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-05-19","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202506424"}}