Visible-light-mediated synthesis of non-anomeric S-aryl glycosides via a photoactive electron-donor-acceptor complex

被引:4
|
作者
He, Shiyun [1 ,2 ,3 ]
Hou, Jinyu [1 ,2 ,3 ]
Ye, Meiling [1 ,2 ,3 ]
Chen, Jian [1 ,2 ,3 ]
Lv, Guanghui [4 ]
Huang, Tianle [1 ,2 ,3 ]
Yang, Zhongzhen [1 ,2 ,3 ]
Wu, Yong [1 ,2 ,3 ]
机构
[1] Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, 17 Southern Renmin Rd, Chengdu 610041, Sichuan, Peoples R China
[2] Sichuan Univ, West China Sch Pharm, Dept Med Chem, Sichuan Engn Lab Plant Sourced Drug, 17 Southern Renmin Rd, Chengdu 610041, Sichuan, Peoples R China
[3] Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, West China Sch Pharm, 17 Southern Renmin Rd, Chengdu 610041, Sichuan, Peoples R China
[4] Hubei Univ Med, Taihe Hosp, Hubei Prov Clin Res Ctr Umbil Cord Blood Hematopoi, Dept Pharm, Shiyan 442000, Hubei, Peoples R China
关键词
BIOLOGICAL ROLES; THIOGLYCOSIDES;
D O I
10.1039/d3cc03474g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A visible-light-mediated glycosylation reaction between glycosyl redox-active esters and disulfides has been reported, through which a series of S-aryl glycosides were obtained in good yields with satisfactory stereoselectivity. The preliminary mechanistic studies revealed that this transformation proceeded via an EDA complex. Moreover, the potential application value was demonstrated in the late-stage functionalisation of drug molecules and a gram-scale experiment.
引用
收藏
页码:13759 / 13762
页数:4
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