Pathway to Construct α-Acyloxy Esters by B(CF)-Catalyzed O-H Insertion of Carboxylic Acids with Sulfoxonium Ylides.
作者信息
Xu Shuran, Zhang Qingyao, Li Yuanyuan, Luo Cankun, Lai Ruizhi, Guo Li, Hai Li, Lv Guanghui, Wu Yong
机构信息
Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17, third Section, South Renmin Road, Chengdu 610041, Sichuan, P. R. China.
Department of Pharmacy, Hubei Provincial Clinical Research Center for Umbilical Cord Blood Hematopoietic Stem Cells, Taihe Hospital, Hubei University of Medicine, Shiyan 442000, Hubei, China.
出版信息
J Org Chem. 2023 Nov 3;88(21):15335-15349. doi: 10.1021/acs.joc.3c01830. Epub 2023 Oct 24.
We report the first example of B(CF)-catalyzed O-H insertion reaction of sulfoxonium ylides and carboxylic acids, achieving efficient construction of diester moieties under metal-free condition. This protocol is characterized by broad substrate tolerance, particularly for various phenylacetic acids, and good compatibility with water/air condition, which is superior to most other methods.
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