{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,13]],"date-time":"2026-09-13T03:50:26Z","timestamp":1789271426711,"version":"build-2803163510"},"reference-count":80,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2020,11,23]],"date-time":"2020-11-23T00:00:00Z","timestamp":1606089600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100000057","name":"National Institute of General Medical Sciences","doi-asserted-by":"publisher","award":["R35GM122473"],"award-info":[{"award-number":["R35GM122473"]}],"id":[{"id":"10.13039\/100000057","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":[[2021,1,25]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Herein we disclose a three\u2010component strategy to access quaternary centers bearing nitriles by cobalt\u2010catalyzed C\u2212H bond activation and sequential addition to internally substituted 1,3\u2010dienes and an electrophilic cyanating reagent with high regio and stereocontrol. 2\u2010Aryl and alkyl monosubstituted dienes provide \u03b1\u2010aryl and \u03b1\u2010alkyl \u03b1\u2010methyl\u2010substituted nitriles, respectively. An even wider variety of functionality can be installed at the quaternary carbon by using 1,2\u2010disubstituted dienes. The synthetic utility of the nitrile products was successfully demonstrated by various transformations, including conversions to \u03b3\u2010lactones and tetrazoles. The observed connectivity in the products along with studies with deuterium labeled reactants provide insight into the mechanism. Formation of a 7\u2010membered cobaltacycle by C\u2212H activation and migratory insertion of the diene is followed by \u03b2\u2010hydride elimination and hydride reinsertion to give a 6\u2010membered cobaltacycle that then reacts with the cyanating agent.<\/jats:p>","DOI":"10.1002\/anie.202010735","type":"journal-article","created":{"date-parts":[[2020,10,5]],"date-time":"2020-10-05T19:31:41Z","timestamp":1601926301000},"page":"2135-2139","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":33,"title":["Synthesis of Nitrile Bearing Acyclic Quaternary Centers through Co(III)\u2010Catalyzed Sequential C\u2212H Bond Addition to Dienes and <i>N<\/i>\u2010Cyanosuccinimide"],"prefix":"10.1002","volume":"60","author":[{"given":"Sun","family":"Dongbang","sequence":"first","affiliation":[{"name":"Department of Chemistry Yale University  225 Prospect St. New Haven CT 06520 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9320-5512","authenticated-orcid":false,"given":"Jonathan A.","family":"Ellman","sequence":"additional","affiliation":[{"name":"Department of Chemistry Yale University  225 Prospect St. New Haven CT 06520 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,11,23]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.8b01153"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm100762r"},{"key":"e_1_2_2_4_1","unstructured":"\u00a0"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201600727"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201705412"},{"key":"e_1_2_2_6_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201705412"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr0103266"},{"key":"e_1_2_2_8_2","volume-title":"Comprehensive Organic Transformations: A Guide to Functional Group Preparations","author":"Larock R. 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