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Recently, a highly selective and efficient way to synthesize biologically active<jats:italic>\u03b3<\/jats:italic>-hydroxy-<jats:italic>\u03b1<\/jats:italic>,<jats:italic>\u03b2<\/jats:italic>-unsaturated molecules from Cu-catalyzed vinylogous aerobic oxidation of<jats:italic>\u03b1<\/jats:italic>,<jats:italic>\u03b2<\/jats:italic>- and<jats:italic>\u03b2<\/jats:italic>,<jats:italic>\u03b3<\/jats:italic>-unsaturated compounds has been developed. However, the detailed reaction mechanism remains elusive. Herein, we report a density functional theory study on this Cu-catalyzed vinylogous aerobic oxidation of<jats:italic>\u03b3<\/jats:italic>,<jats:italic>\u03b3<\/jats:italic>-disubstituted<jats:italic>\u03b1<\/jats:italic>,<jats:italic>\u03b2<\/jats:italic>- and<jats:italic>\u03b2<\/jats:italic>,<jats:italic>\u03b3<\/jats:italic>-unsaturated isomers. Our computational study unveils detailed mechanism for each elementary step, i.e. deprotonation, O<jats:sub>2<\/jats:sub>activation, and reduction. Besides, the origin of regioselectivity, divergent reactivities of substrates as well as reducing agents, and the byproduct generation have also been investigated. Notably, the copper catalyst retains the\u2009+\u20092 oxidation state through the whole catalytic cycle and plays essential roles in multiple steps. These findings would provide hints on mechanistic studies and future development of transition metal-catalyzed aerobic oxidation reactions.<\/jats:p>","DOI":"10.1038\/s41598-020-80188-2","type":"journal-article","created":{"date-parts":[[2021,1,14]],"date-time":"2021-01-14T11:11:08Z","timestamp":1610622668000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Computational exploration of copper catalyzed vinylogous aerobic oxidation of unsaturated compounds"],"prefix":"10.1038","volume":"11","author":[{"given":"Ting","family":"Wang","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yu","family":"Zhou","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yao","family":"Xu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gui-Juan","family":"Cheng","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2021,1,14]]},"reference":[{"key":"80188_CR1","doi-asserted-by":"publisher","first-page":"2943","DOI":"10.1021\/cr040679f","volume":"106","author":"S Caron","year":"2006","unstructured":"Caron, S., Dugger, R. 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