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Known reaction modes usually involve a substitution step occurring at either the propargylic or terminal alkyne positions. Here, we report an unprecedented reaction pattern in which cyclic ethynylethylene carbonates first undergo a rearrangement to release allenal intermediates, which subsequently react with diverse nucleophiles to furnish synthetically useful allylic and propargylic allenols, phosphorus ylides, and cyclopropylidene ketones through an addition process rather than a substitution pathway. The products enable various further transformations, and mechanistic studies and theoretical calculations reveal that the reaction does not proceed via a semipinacol type [1,2]\u2010hydride shift, but through base\u2010mediated deprotonation as the key step to induce the rearrangement.<\/jats:p>","DOI":"10.1002\/anie.202219064","type":"journal-article","created":{"date-parts":[[2023,2,10]],"date-time":"2023-02-10T03:05:47Z","timestamp":1675998347000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Copper\u2010Catalysed Rearrangement of Cyclic Ethynylethylene Carbonates: Synthetic Applications and Mechanistic Studies"],"prefix":"10.1002","volume":"62","author":[{"given":"Chao","family":"Xu","sequence":"first","affiliation":[{"name":"State Key Laboratory of Structural Chemistry Center for Excellence in Molecular Synthesis Fujian Institute of Research on the Structure of Matter University of Chinese Academy of 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