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Total Synthesis of Syringin and Its Natural Analogues via C-C Bond Activation of Aryl Ketones

文献类型：期刊论文

作者Wang, Zhen-Yu2; Sun, Yi3; Sun, Guo-Dong1,2; Xu, Hui2; Dai, Hui-Xiong1,2,3
刊名CHINESE JOURNAL OF CHEMISTRY
出版日期2023-12-15
卷号41期号:24页码:3587-3592
ISSN号1001-604X
关键词Syringin Total synthesis Cross-coupling C-C activation Syringin analogues
DOI10.1002/cjoc.202300422
通讯作者Xu, Hui(xuhui2018@simm.ac.cn) ; Dai, Hui-Xiong(hxdai@simm.ac.cn)
英文摘要Syringin is found in the root of Acanthopanax senticosus (Rupr. Maxim.) Harms and belongs to the lignin chemical compound with many biological activities. In this study, we employed commercially available starting materials and accomplished the total synthesis of syringin in 5 steps with an overall yield of 58%. Palladium-catalyzed C(O)-C bond activation and subsequent cross coupling reaction is the key to construct syringin and its natural analogues.
WOS关键词CARBON-CARBON BONDS ; ACANTHOPANAX-SENTICOSUS ; DIRECTED CLEAVAGE ; ALCOHOL ; FUNCTIONALIZATION ; ALKYNYLATION ; GLYCOSIDES ; CONIFERIN
资助项目This work was supported by the Shanghai Institute of Materia Medica, the Chinese Academy of Sciences, the National Natural Science Foundation of China (21772211, 21920102003), the Institutes for Drug Discovery and Development, Chinese Academy of Sciences ( ; Shanghai Institute of Materia Medica ; Chinese Academy of Sciences[21772211] ; Chinese Academy of Sciences[21920102003] ; National Natural Science Foundation of China[CASIMM0120163006] ; Institutes for Drug Discovery and Development, Chinese Academy of Sciences[17JC1405000] ; Institutes for Drug Discovery and Development, Chinese Academy of Sciences[18431907100] ; Science and Technology Commission of Shanghai Municipality[19XD1424600] ; Program of Shanghai Academic Research Leader[2018ZX09711002-006] ; National Science amp; Technology Major Project quot;Key New Drug Creation and Manufacturing Programquot;, China
WOS研究方向Chemistry
语种英语
出版者WILEY-V C H VERLAG GMBH
WOS记录号WOS:001116859600011
源URL[http://119.78.100.183/handle/2S10ELR8/308802]  
专题新药研究国家重点实验室
通讯作者Xu, Hui; Dai, Hui-Xiong
作者单位1.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China
推荐引用方式
GB/T 7714		 Wang, Zhen-Yu,Sun, Yi,Sun, Guo-Dong,et al. Total Synthesis of Syringin and Its Natural Analogues via C-C Bond Activation of Aryl Ketones[J]. CHINESE JOURNAL OF CHEMISTRY,2023,41(24):3587-3592.
APA Wang, Zhen-Yu,Sun, Yi,Sun, Guo-Dong,Xu, Hui,&Dai, Hui-Xiong.(2023).Total Synthesis of Syringin and Its Natural Analogues via C-C Bond Activation of Aryl Ketones.CHINESE JOURNAL OF CHEMISTRY,41(24),3587-3592.
MLA Wang, Zhen-Yu,et al."Total Synthesis of Syringin and Its Natural Analogues via C-C Bond Activation of Aryl Ketones".CHINESE JOURNAL OF CHEMISTRY 41.24(2023):3587-3592.

入库方式： OAI收割

来源：上海药物研究所

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