Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (5): 1414-1422.DOI: 10.6023/cjoc202112029 Previous Articles     Next Articles



孙天义, 张依凡, 孟远倢, 王怡, 朱琦峰*(), 姜玉新*(), 刘石惠*()   

  1. 嘉兴学院医学院 浙江嘉兴 314001
  • 收稿日期:2021-12-22 修回日期:2022-01-18 发布日期:2022-02-27
  • 通讯作者: 朱琦峰, 姜玉新, 刘石惠
  • 基金资助:
    国家自然科学基金青年基金(22001096); 浙江省自然科学基金(LQ21B020008); 嘉兴学院启动经费(CD70519040); 嘉兴学院“百青”培养人才(CD70621018)

Photoredox-Copper Dual-Catalyzed Site-Selective O-Alkylation of Glycosides

Tianyi Sun, Yifan Zhang, Yuanjie Meng, Yi Wang, Qifeng Zhu(), Yuxin Jiang(), Shihui Liu()   

  1. College of Medicine, Jiaxing University, Jiaxing, Zhejiang 314001
  • Received:2021-12-22 Revised:2022-01-18 Published:2022-02-27
  • Contact: Qifeng Zhu, Yuxin Jiang, Shihui Liu
  • Supported by:
    National Natural Science Foundation of China(22001096); Natural Science Foundation of Zhejiang Province(LQ21B020008); Start up Funds of Jiaxing University(CD70519040); Jiaxing University “Hundred Youth” Training Talents(CD70621018)

A photoredox-copper dual-catalyzed cross dehydrogenative coupling reaction of glycosides with benzylic C—H substrates has been developed. The reaction proceeds smoothly under mild reaction conditions and features the using of readily accessible starting materials, which allows the highly site-selective synthesis of diverse glycosides O-alkylation products in 27%~72% yields, providing a new synthetic tool for the site-selective modification of glycosides.

Key words: photoredox catalysis, copper catalysis, site-selective alkylation, glycosides