{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T05:48:23Z","timestamp":1790660903964,"version":"4.1.0"},"reference-count":120,"publisher":"Wiley","issue":"10","license":[{"start":{"date-parts":[[2023,1,25]],"date-time":"2023-01-25T00:00:00Z","timestamp":1674604800000},"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, 22121001 and 92056104"],"award-info":[{"award-number":["22125108, 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":[[2023,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>[2,3]\u2010Sigmatropic rearrangement reaction involving sulfonium ylide (Doyle\u2013Kirmse reaction) generated from metal carbenes represents one of the powerful methods for the construction of C(sp<jats:sup>3<\/jats:sup>)\u2212S and C\u2212C bonds. Although significant advances have been achieved, the asymmetric versions via the generation of sulfonium ylides from metal carbenes have been rarely reported to date, and they have so far been limited to diazo compounds as metal carbene precursors. Here, we describe a copper\u2010catalyzed enantioselective Doyle\u2013Kirmse reaction via azide\u2010ynamide cyclization, leading to the practical and divergent assembly of an array of chiral [1,4]thiazino[3,2\u2010<jats:italic>b<\/jats:italic>]indoles bearing a quaternary carbon stereocenter in generally moderate to excellent yields and excellent enantioselectivities. Importantly, this protocol represents a unique catalytic asymmetric Doyle\u2013Kirmse reaction via a non\u2010diazo approach and an unprecedented asymmetric [2,3]\u2010sigmatropic rearrangement via \u03b1\u2010imino metal carbenes.<\/jats:p>","DOI":"10.1002\/anie.202216923","type":"journal-article","created":{"date-parts":[[2023,1,14]],"date-time":"2023-01-14T06:25:35Z","timestamp":1673677535000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":48,"title":["Copper\u2010Catalyzed Enantioselective Doyle\u2013Kirmse Reaction of Azide\u2010Ynamides via \u03b1\u2010Imino Copper Carbenes"],"prefix":"10.1002","volume":"62","author":[{"given":"Xin","family":"Liu","sequence":"first","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province and College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 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Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhou","family":"Xu","sequence":"additional","affiliation":[{"name":"Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy School of Pharmacy Xuzhou Medical University Xuzhou 221004 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 and College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bo","family":"Zhou","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province and College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 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