A General Platform for S-Stereogenic α-Fluoroalkyl S(IV/VI) Compounds via Enantioselective Radical Fluoroalkylation of Sulfenamides.

Yu-Shuai Zhang, Li-Wen Fan, Pei-Jie Huang, Fu Liu, Li Qin, Dai-Lei Yuan, Chen-Yu Xiao, Xin-Yuan Liu, Qiang-Shuai Gu

Abstract read

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Article in Angewandte Chemie (International ed. in English), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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9 authors.

Yu-Shuai ZhangNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.

Li-Wen FanNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.ORCID https://orcid.org/0000-0001-8168-2928

Pei-Jie HuangNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.

Fu LiuNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.

Li QinNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.

Dai-Lei YuanNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.

Chen-Yu XiaoNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.

Xin-Yuan LiuNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.ORCID https://orcid.org/0000-0002-6978-6465

Qiang-Shuai GuNew Cornerstone Science Laboratory, Shenzhen Grubbs Institute, Department of Chemistry, and Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen, China.ORCID https://orcid.org/0000-0002-3840-425X

Funding

Guangdong Major Project of Basic and Applied Basic Research 2023B0303000020High-Level Key Discipline Construction Project G030210001High-Level Key Discipline Construction Project G03050K003National Natural Science Foundation of China 22271133National Natural Science Foundation of China 22331006National Natural Science Foundation of China 22501127New Cornerstone Science FoundationShenzhen Science and Technology Program KQTD20210811090112004

6 · The paper itself

Abstract

α-Fluoroalkyl-substituted high-valent sulfur motifs are important structural elements in fluorinated molecule design and exhibit broad application potential in diverse fields. However, access to S-stereogenic α-fluoroalkyl S(IV/VI) compounds still relies largely on classical resolution, resulting in limited efficiency and selectivity. We herein report a copper-catalyzed asymmetric radical C-S cross-coupling that effectively tames highly reactive α-fluoroalkyl radicals, enabled by a sequential stereodiscrimination-chirality transfer strategy, providing rapid access to S-chiral α-fluoroalkyl sulfilimines. Integrated with downstream transformations, this reaction serves as a general and systematic platform for S-chiral α-fluoroalkyl S(IV/VI) compounds. The synthetic utility of the method is demonstrated by gram-scale synthesis and concise access to diverse chiral fluoroalkyl reagents and bioisosteres of sulfur-containing drugs.

Indexed as

asymmetric fluoroalkylationcopper catalysisfluoroalkyl radicalS‐chiral compounds

Identifiers

PMID42284476

DOI10.1002/anie.3129452

PMCPMC13452553

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.