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While alternative precursors have emerged, a general, redox\u2010neutral, and atom\u2010economical platform for metallocarbenes generation remains a persistent challenge. Herein, we introduce carboxamide\u2010functionalized BCBs as versatile carbene precursors that undergo catalyst\u2010controlled chemodivergent reactions. Under nickel catalysis, cyclopropanation of multisubstituted alkenes proceeds via an acceptor\u2010type Ni\u2010carbene, affording azabicyclo[n.1.0] architectures bearing up to three contiguous stereocenters with excellent diastereocontrol. In contrast, copper catalysis promotes efficient and chemoselective formal C(sp\n                    <jats:sup>2<\/jats:sup>\n                    )\u2500H insertion to access allyl oxindoles. Both protocols exhibit broad substrate scope, high functional group tolerance, and exceptional atom economy, and their synthetic utility is highlighted through the preparation of core structures of bioactive compounds. Computational and experimental studies reveal that Ni\u2010carbene generation proceeds via a stepwise dual C\u2500C cleavage, contrasting with the concerted dual cleavage and subsequent electrophilic aromatic substitution manifold established for the copper system.\n                  <\/jats:p>","DOI":"10.1002\/anie.9286701","type":"journal-article","created":{"date-parts":[[2026,5,1]],"date-time":"2026-05-01T08:18:09Z","timestamp":1777623489000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Catalyst\u2010Controlled Chemodivergent Carbene Transfer Reactions With Bicyclo[1.1.0]butane\u2010Derived Acceptor Metallocarbenes"],"prefix":"10.1002","volume":"65","author":[{"given":"Hao\u2010Song","family":"Ren","sequence":"first","affiliation":[{"name":"Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism State Key Laboratory of Bioreactor Engineering School of Pharmacy East China University of Science and Technology  Shanghai P. 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