Synlett 2021; 32(04): 391-394
DOI: 10.1055/s-0040-1707295
cluster
Radicals – by Young Chinese Organic Chemists

Synthesis of Chiral Fluorides by Sequential Organocatalyzed Desymmetrization of Glutaric Anhydrides and Photoredox-Catalyzed Decarboxylic Fluorination

Jia-Jia Zhao
,
Shouyun Yu
State Key Laboratory of Analytical Chemistry for Life Science, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, P. R. of China   eMail: yushouyun@nju.edu.cn
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Financial support from National Natural Science Foundation of China (21732003) is acknowledged.


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Abstract

We have developed an efficient method for the preparation of chiral fluorinated compounds by sequential organocatalyzed desymmetrization of 3-substituted glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination. Chiral fluorides can be prepared in yields of up to 58% and with excellent enantioselectivities of up to 98% ee.

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Publikationsverlauf

Eingereicht: 30. Juni 2020

Angenommen nach Revision: 26. August 2020

Artikel online veröffentlicht:
22. September 2020

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