Research Progress on the Construction of Optically Pure α-Keto Monofluoro Chiral Centers

doi:10.6023/cjoc202603001

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光学纯α-羰基单氟代手性中心构建的研究进展

金成^a,b, 祝鑫^c, 吴宪姚^a, 巫辅龙^a,b, 王长娟^a,b, 廉翔^*,a,b, 吴晶晶^*,a,b, 吴范宏^*,a,b

^a上海应用技术大学化工与能源技术学部上海 201418
^b上海绿色氟代制药工程技术研究中心上海 201418
^c浙江海森药业股份有限公司浙江东阳 322100

收稿日期:2026-03-02 修回日期:2026-05-11
基金资助:
国家自然科学基金(No.22403066,21672151,21602136)资助项目.

Research Progress on the Construction of Optically Pure α-Keto Monofluoro Chiral Centers

Jin Cheng^a,b, Zhu Xin^c, Wu Xianyao^a, Wu Fulong^a,b, Wang Changjuan^a,b, Lian Xiang^*,a,b, Wu Jingjing^{*,a, b}, Wu Fanhong^*,a,b

^aFaculty of Chemical Engineering and Energy Technology, Shanghai Institute of Technology, Shanghai 201418
^bShanghai Engineering Research Center of Green Fluoropharmaceutical Technology, Shanghai 201418
^cZhejiang Hissen Pharmaceutical Co., Ltd., Dongyang, Zhejiang 322100

Received:2026-03-02 Revised:2026-05-11
Contact: *E-mail: wfh@sit.edu.cn; wujj@sit.edu.cn; lianx@sit.edu.cn
Supported by:
National Natural Science Foundation of China (No. 22403066, 21672151 and 21602136).

Fluorinated organic compounds, endowed with unique physicochemical properties, have found extensive applications in pivotal fields including pharmaceuticals, agrochemicals, and materials science. Notably, enantiomerically pure α-carbonyl monofluorinated compounds containing chiral centers have garnered considerable attention in drug discovery in recent years, owing to their crucial role in regulating biological activity and modulating molecular configuration. This review systematically summarizes the major synthetic strategies for constructing such structures over the past decade, which are categorized into three aspects: (1) Achievement of asymmetric fluorination through C—F bond formation; (2) Asymmetric formation of C—C bonds utilizing fluorinated nucleophilic or electrophilic building blocks; (3) Emerging radical and synergistic catalysis modes. By critically analyzing the electronic and steric effects of fluorine atoms on reaction activity and stereoselectivity, we assess the substrate scope and inherent limitations of existing methodologies, aiming to provide rational design principles for the future synthesis of monofluorinated chiral centers.

Key words: α-fluoroketone, chiral center, asymmetric fluorination, fluorine-containing building

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Jin Cheng, Zhu Xin, Wu Xianyao, Wu Fulong, Wang Changjuan, Lian Xiang, Wu Jingjing, Wu Fanhong. Research Progress on the Construction of Optically Pure α-Keto Monofluoro Chiral Centers[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202603001.

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光学纯α-羰基单氟代手性中心构建的研究进展

Research Progress on the Construction of Optically Pure α-Keto Monofluoro Chiral Centers

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