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Skeletal editing empowers chemists to transform synthetic approaches of target compounds across diverse applications from drug discovery to materials science. Herein, we introduce a new skeletal editing method to convert readily available aromatic carbonyl compounds into valuable unsaturated carboxylic acids with extended carbon chains. Our reaction setup enables a cascade reaction of enolization\u2010[2+2]cycloaddition\u2010[2+2]cycloreversion between aromatic carbonyl compounds and ketals of cyclic ketones to generate unsaturated carboxylic acids as ring\u2010opening products. Through a simple design, our substrates are specifically activated to react at predetermined positions to enhance selectivity and efficiency. This practical method offers convenient access to versatile organic building blocks as well as provides fresh insights into manipulating traditional reaction pathways for new synthetic applications.<\/jats:p>","DOI":"10.1002\/anie.202317003","type":"journal-article","created":{"date-parts":[[2023,11,24]],"date-time":"2023-11-24T00:11:27Z","timestamp":1700784687000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Olefination of Aromatic Carbonyls via Site\u2010Specific Activation of Cycloalkanone Ketals**"],"prefix":"10.1002","volume":"63","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4278-8994","authenticated-orcid":false,"given":"Tuong Anh","family":"To","sequence":"first","affiliation":[{"name":"School of Chemistry University of New South Wales, Sydney Anzac Parade  Kensington NSW 2052 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