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Ir(I)-Catalyzed C-H Glycosylation for Synthesis of 2-Indolyl-C-Deoxyglycosides

文献类型：期刊论文

作者Yu, Changyue1,2; Liu, Yichu1; Xie, Xiong1,2; Hu, Shulei1,3; Zhang, Shurui1,3; Zeng, Mingjie1,3; Zhang, Dan1; Wang, Jiang1,2,4; Liu, Hong1,2,3,4
刊名ADVANCED SYNTHESIS & CATALYSIS
出版日期2021-09-07
页码7
关键词C-H glycosylation 2-indolyl-C-deoxyglycosides C-glycosides Ir(I)-catalyzed
ISSN号1615-4150
DOI10.1002/adsc.202100855
通讯作者Wang, Jiang(jwang@simm.ac.cn) ; Liu, Hong(hliu@simm.ac.cn)
英文摘要The construction of 2-deoxy-C-glycosides has gradually become a hotspot of carbohydrate chemistry in recent years. In this work, we present an efficient, regioselective, stereoselective and widely applicable strategy for the synthesis of 2-indolyl-C-deoxyglycosides via Ir(I)-catalyzed, pyridine-group-directed C-H functionalization. This method exhibits high tolerance for the functional groups of indoles and the protecting groups of carbohydrates. Moreover, this protocol has good stereoselectivity and mainly produces beta-configuration products. Gram-scale synthesis and several practical transformations were conducted for further applications. Meantime, we also explored the mechanism of this method and proposed a catalytic cycle
WOS关键词STEREOSELECTIVE-SYNTHESIS ; FERRIER REARRANGEMENT ; GLYCOSIDE SYNTHESIS ; HYDROARYLATION ; GLYCALS ; REGIO ; FUNCTIONALIZATION ; PRODUCTS ; ETHERS
资助项目National Natural Science Foundation of China[91953108] ; National Natural Science Foundation of China[81620108027] ; National Natural Science Foundation of China[21632008] ; National Natural Science Foundation of China[81903434] ; National Natural Science Foundation of China[21877118] ; Science and Technology Commission of Shanghai Municipality[18JC1411304] ; Science and Technology Commission of Shanghai Municipality[18431907100]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000693835300001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/297817]  
专题新药研究国家重点实验室
通讯作者Wang, Jiang; Liu, Hong
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China
2.Univ Chinese Acad Sci, 19 A Yuquan Rd, Beijing 100049, Peoples R China
3.China Pharmaceut Univ, 639 Longmian Ave, Nanjing 211198, Peoples R China
4.UCAS, Sch Pharmaceut Sci & Technol, Hangzhou Inst Adv Study, Hangzhou 310024, Peoples R China
推荐引用方式
GB/T 7714		 Yu, Changyue,Liu, Yichu,Xie, Xiong,et al. Ir(I)-Catalyzed C-H Glycosylation for Synthesis of 2-Indolyl-C-Deoxyglycosides[J]. ADVANCED SYNTHESIS & CATALYSIS,2021:7.
APA Yu, Changyue.,Liu, Yichu.,Xie, Xiong.,Hu, Shulei.,Zhang, Shurui.,...&Liu, Hong.(2021).Ir(I)-Catalyzed C-H Glycosylation for Synthesis of 2-Indolyl-C-Deoxyglycosides.ADVANCED SYNTHESIS & CATALYSIS,7.
MLA Yu, Changyue,et al."Ir(I)-Catalyzed C-H Glycosylation for Synthesis of 2-Indolyl-C-Deoxyglycosides".ADVANCED SYNTHESIS & CATALYSIS (2021):7.

入库方式： OAI收割

来源：上海药物研究所

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