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[2.2]Paracyclophane-Based Isothiourea-Catalyzed Highly Enantioselective α-Fluorination of Carboxylic Acids

Shiru Yuan, Chen Liao and Wen-Hua Zheng*

*School of Chemistry and Chemical Engineering, Nanjing University, 163 Xianlin Avenue, Nanjing 210023, Jiangsu, China, Email: wzhengnju.edu.cn

S. Yuan, C. Liao, W.-H. Zheng, Org. Lett., 2021, 23, 4142-4146.

DOI: 10.1021/acs.orglett.1c01046


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Abstract

Planar chiral [2.2]paracyclophane-based isothiourea catalysts catalyze a highly efficient enantioselective fluorination of carboxylic acids to provide a broad range of optically active α-fluoroesters in high yield and excellent enantioselectivity.

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proposed catalytic cycle



Key Words

α-fluoroesters, NFSI, organocatalysis


ID: J54-Y2021