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Nevertheless, efficient catalytic enantioselective assembly of such compounds still faces considerable synthetic difficulties. Herein, we describe a rhodium\u2010mediated asymmetric [2+1] cyclopropanation reaction using methylene azacycles and fluoroalkyl triftosylhydrazones as reaction partners, which offers a concise synthetic route toward enantioenriched trifluoromethylated spirocyclopropyl heterocyclic derivatives. This synthetic transformation tolerates various substrates and functional groups, and achieves remarkable stereochemical control. Multiple spirocyclic skeletons can be efficiently constructed with favorable yields and prominent diastereo\u2010 and enantioselectivity, with the highest e.e. value recorded at 99%. The acquired spirocyclopropyl oxazolidinone derivatives can be further derivatized via internal reactive moieties, which allows their integration into bioactive molecular frameworks. By combining fluoroalkyl carbenes with asymmetric spirocyclopropanation, the present work develops a general catalytic system to synthesize elusive fluoroalkyl\u2010bearing chiral spirocyclopropyl heterocycles.<\/jats:p>","DOI":"10.1002\/advs.77226","type":"journal-article","created":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T11:28:49Z","timestamp":1787052529000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Enantioselective Access to Trifluoromethylated Spirocyclopropyl Heterocycles"],"prefix":"10.1002","author":[{"given":"Yuanhao","family":"Zhu","sequence":"first","affiliation":[{"name":"State Key Laboratory of Green Pesticide Guizhou University  Guiyang China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Youzhi","family":"Xu","sequence":"additional","affiliation":[{"name":"Department of Chemistry School of Science Tianjin University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Weitao","family":"Zhang","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yongyue","family":"Ning","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northeast Normal University  Changchun China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0695-0069","authenticated-orcid":false,"given":"Yaojia","family":"Jiang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Green Pesticide Guizhou University  Guiyang 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"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-6812-9398","authenticated-orcid":false,"given":"Genping","family":"Huang","sequence":"additional","affiliation":[{"name":"Department of Chemistry School of Science Tianjin University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiawei","family":"Cheng","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"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,8,18]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c01473"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202418850"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.202200284"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.9b00248"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5c00779"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557\u2010025\u201001820\u20100"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200907108"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm901241e"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8OB02812E"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202001614"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570\u2010024\u201000623\u20100"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1055\/s\u20100043\u20101775471"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4QO00535J"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm401499g"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm4014828"},{"key":"e_1_2_8_17_1","unstructured":"Literature search was performed using the Reaxys database on November 30 2025."},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.checat.2023.100822"},{"key":"e_1_2_8_19_1","unstructured":"W.Yu J.Kozlowski D. 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