{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,22]],"date-time":"2026-09-22T10:19:01Z","timestamp":1790072341350,"version":"4.0.1"},"reference-count":108,"publisher":"Wiley","issue":"43","license":[{"start":{"date-parts":[[2022,8,30]],"date-time":"2022-08-30T00:00:00Z","timestamp":1661817600000},"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":["22125108, 22101238, 22121001 and 92056104"],"award-info":[{"award-number":["22125108, 22101238, 22121001 and 92056104"]}],"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":[[2022,10,24]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Carbonyl ylides have proven to be powerful synthons for the efficient construction of various valuable O\u2010heterocycles, and the formation of carbonyl ylides by the reaction of metal carbenes with carbonyls has attracted increasing attention over the past decades. However, a catalyst\u2010controlled highly enantioselective reaction of carbonyl ylides from metal carbenes is extremely challenging. Herein, we report a novel copper\u2010catalyzed asymmetric formal [2+1] and [4+1] annulations of diynes with ketones via carbonyl ylides. Importantly, this protocol not only represents the first example of successful asymmetric epoxidation via carbonyl ylides, but also constitutes the first reaction of vinyl cations with carbonyl compounds. This method leads to the divergent, practical and atom\u2010economical synthesis of a range of chiral oxiranes and dihydrofurans in moderate to excellent yields with generally excellent enantioselectivities and diastereoselectivities via remote\u2010stereocontrol strategy.<\/jats:p>","DOI":"10.1002\/anie.202210637","type":"journal-article","created":{"date-parts":[[2022,8,17]],"date-time":"2022-08-17T08:24:10Z","timestamp":1660724650000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":66,"title":["Enantioselective Copper\u2010Catalyzed Formal [2+1] and [4+1] Annulations of Diynes with Ketones via Carbonyl Ylides"],"prefix":"10.1002","volume":"61","author":[{"given":"Lin\u2010Jun","family":"Qi","sequence":"first","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"},{"name":"School of Pharmaceutical and Materials Engineering &amp; Institute for Advanced Studies Taizhou University Jiaojiang 318000 Zhejiang China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cui\u2010Ting","family":"Li","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zheng\u2010Qi","family":"Huang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jia\u2010Tian","family":"Jiang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xin\u2010Qi","family":"Zhu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xin","family":"Lu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3108-2611","authenticated-orcid":false,"given":"Long\u2010Wu","family":"Ye","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"},{"name":"State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,8,30]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"For selected reviews 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see:"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202000123"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b12673"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b02929"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2015.06.076"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2014.03.105"},{"key":"e_1_2_7_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3sc50425e"},{"key":"e_1_2_7_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201105557"},{"key":"e_1_2_7_26_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201105557"},{"key":"e_1_2_7_27_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2011.02.052"},{"key":"e_1_2_7_28_2","first-page":"1711","author":"Li 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see:"},{"key":"e_1_2_7_46_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11426-021-1117-2"},{"key":"e_1_2_7_47_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201810701"},{"key":"e_1_2_7_47_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201810701"},{"key":"e_1_2_7_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201700057"},{"key":"e_1_2_7_48_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201700057"},{"key":"e_1_2_7_49_1","unstructured":"\u00a0"},{"key":"e_1_2_7_50_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b09303"},{"key":"e_1_2_7_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c01918"},{"key":"e_1_2_7_52_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC02773E"},{"key":"e_1_2_7_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202115554"},{"key":"e_1_2_7_53_3","doi-asserted-by":"crossref","first-page":"e202115554","DOI":"10.1002\/ange.202115554","volume":"134","year":"2022","journal-title":"Angew. 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These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum KarlsruheAccess Structures service."},{"key":"e_1_2_7_96_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2018.02.001"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202210637","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202210637","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202210637","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,11,25]],"date-time":"2023-11-25T16:44:57Z","timestamp":1700930697000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202210637"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,8,30]]},"references-count":108,"journal-issue":{"issue":"43","published-print":{"date-parts":[[2022,10,24]]}},"alternative-id":["10.1002\/anie.202210637"],"URL":"https:\/\/doi.org\/10.1002\/anie.202210637","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,8,30]]},"assertion":[{"value":"2022-07-20","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-08-30","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202210637"}}