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We herein describe the first silver\u2010catalyzed vinylogous C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2013C(sp\n                    <jats:sup>3<\/jats:sup>\n                    ) cross\u2010coupling of bicyclo[1.1.0]butanes (BCBs) with in situ\u2010generated vinylcarbenes from vinyl triftosylhydrazones. This reaction proceeds under mild conditions, furnishing diverse allyl\u2010substituted cyclobutenes containing a quaternary carbon center with high yields, excellent regioselectivity, and diastereoselectivity. Further derivatization of the cyclobutene derivatives verifies their role as versatile synthetic linchpins for various downstream synthetic operations. Mechanistic studies combined with DFT calculations clarify an unprecedented \u03b3\u2011addition of BCBs to silver vinylcarbene, followed by a 1,5\u2010proton transfer pathway, revealing the fundamental basis for the exclusive regio\u2010 and diastereoselectivity of this transformation.\n                  <\/jats:p>","DOI":"10.1002\/anie.1425075","type":"journal-article","created":{"date-parts":[[2026,8,5]],"date-time":"2026-08-05T15:11:17Z","timestamp":1785942677000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Silver\u2010Catalyzed Vinylogous C(sp\n                    <sup>3<\/sup>\n                    )\u2013C(sp\n                    <sup>3<\/sup>\n                    ) Coupling of Bicyclo[1.1.0]Butanes With Vinylcarbenes"],"prefix":"10.1002","volume":"65","author":[{"given":"Caicai","family":"He","sequence":"first","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiangru","family":"Shen","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jun","family":"Yang","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8791-6254","authenticated-orcid":false,"given":"Yongquan","family":"Ning","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jinyu","family":"Fan","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2225-0054","authenticated-orcid":false,"given":"Paramasivam","family":"Sivaguru","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6694-6742","authenticated-orcid":false,"given":"Xihe","family":"Bi","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"},{"name":"State Key Laboratory of Elemento\u2010Organic Chemistry Nankai University  Tianjin China"},{"name":"State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering Nanjing University  Nanjing China"},{"name":"School of Chemistry and Materials Yangzhou University  Yangzhou Jiangsu China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,8,5]]},"reference":[{"key":"e_1_2_8_2_1","unstructured":"M. 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