{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,13]],"date-time":"2026-09-13T04:47:50Z","timestamp":1789274870689,"version":"build-2803163510"},"reference-count":74,"publisher":"American Association for the Advancement of Science (AAAS)","issue":"37","content-domain":{"domain":["www.science.org"],"crossmark-restriction":true},"short-container-title":["Sci. Adv."],"published-print":{"date-parts":[[2023,9,15]]},"abstract":"<jats:p>\n                    The Wittig reaction, which is one of the most effective methods for synthesizing alkenes from carbonyl compounds, generally gives thermodynamically stable\n                    <jats:italic>E<\/jats:italic>\n                    -alkenes, and synthesis of trisubstituted\n                    <jats:italic>Z<\/jats:italic>\n                    -alkenes from ketones presents notable challenges. Here, we report what we refer to as Wittig\/B\u2500H insertion reactions, which innovatively combine a Wittig reaction with carbene insertion into a B\u2500H bond and constitute a promising method for the synthesis of thermodynamically unstable trisubstituted\n                    <jats:italic>Z<\/jats:italic>\n                    -boryl alkenes. Combined with the easy transformations of boryl group, this methodology provides efficient access to a variety of previously unavailable trisubstituted\n                    <jats:italic>Z<\/jats:italic>\n                    -alkenes and thus provides a platform for discovery of pharmaceuticals. The unique\n                    <jats:italic>Z-<\/jats:italic>\n                    selectivity of the reaction is determined by the maximum overlap of the orbitals between the B\u2500H bond of the borane adduct and the alkylidene carbene intermediate in the transition state.\n                  <\/jats:p>","DOI":"10.1126\/sciadv.adj2486","type":"journal-article","created":{"date-parts":[[2023,9,13]],"date-time":"2023-09-13T13:58:50Z","timestamp":1694613530000},"update-policy":"https:\/\/doi.org\/10.34133\/aaas_crossmark","source":"Crossref","is-referenced-by-count":20,"title":["Wittig\/B\u2500H insertion reaction: A unique access to trisubstituted\n                    <i>Z<\/i>\n                    -alkenes"],"prefix":"10.1126","volume":"9","author":[{"ORCID":"https:\/\/orcid.org\/0009-0001-3707-4906","authenticated-orcid":true,"given":"Feng-Kai","family":"Guo","sequence":"first","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi-Lin","family":"Lu","sequence":"additional","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0001-4995-4820","authenticated-orcid":true,"given":"Ming-Yao","family":"Huang","sequence":"additional","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0613-112X","authenticated-orcid":true,"given":"Ji-Min","family":"Yang","sequence":"additional","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jia-Lei","family":"Guo","sequence":"additional","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zi-Yi","family":"Wan","sequence":"additional","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6055-3139","authenticated-orcid":true,"given":"Shou-Fei","family":"Zhu","sequence":"additional","affiliation":[{"name":"Frontiers Science Center for New Organic Matter, the State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China."}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"221","reference":[{"key":"e_1_3_2_2_2","doi-asserted-by":"crossref","unstructured":"T. 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