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Herein, we report the Lewis acid\u2010catalyzed divergent reactions of BCBs with quinones, yielding a diverse array of polycyclic molecules. Using Sc(OTf)\u2083 as a catalyst, pyrazole\u2010substituted BCBs efficiently undergo formal (3\u00a0+\u00a02) cycloaddition reactions with quinones, producing highly substituted bicyclo[2.1.1]hexanes featuring a caged framework. Monosubstituted BCB ketones undergo a sequential cascade involving Alder\u2010ene reaction, 4\u03c0 electrocyclic ring\u2010opening, and [4\u00a0+\u00a02] cycloaddition reaction, yielding fused benzoxepines efficiently. Disubstituted BCB esters, ketones, and amides undergo a tandem isomerization and (3\u00a0+\u00a02) cycloaddition process, stereoselectively yielding tetrahydrocyclobuta[b]benzofuran products. Notably, strong Lewis acids such as SnCl\u2084 and BiBr\u2083 directly participate in the ring\u2010opening reactions of monosubstituted BCB ketones, generating halogenated cyclobutane derivatives. Additionally, the synthetic potential of these approaches has been further highlighted through scale\u2010up experiments and a range of transformations. This study demonstrates the tunability of reaction pathways based on the diverse substitution patterns of BCBs, providing efficient methods for the synthesis of a range of polycyclic compounds.<\/jats:p>","DOI":"10.1002\/anie.202506228","type":"journal-article","created":{"date-parts":[[2025,4,22]],"date-time":"2025-04-22T22:20:31Z","timestamp":1745360431000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":29,"title":["Lewis Acid Catalyzed Divergent Reaction of Bicyclo[1.1.0]Butanes With Quinones for the Synthesis of Diverse Polycyclic Molecules"],"prefix":"10.1002","volume":"64","author":[{"given":"Qian\u2010Qian","family":"Hu","sequence":"first","affiliation":[{"name":"Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education College of Chemistry &amp; Materials Science Northwest University  Xi'an 710127 P.R. 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