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

被引：3
|
作者：
Wang, Zhen-Yu [2 ]
Sun, Yi [1 ]
Sun, Guo-Dong [2 ,3 ]
Xu, Hui [2 ]
Dai, Hui-Xiong [1 ,2 ,3 ]
机构：
[1] Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, 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] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2023年 / 41卷 / 24期
基金：
中国国家自然科学基金;
关键词：
Syringin; Total synthesis; Cross-coupling; C-C activation; Syringin analogues; CARBON-CARBON BONDS; ACANTHOPANAX-SENTICOSUS; DIRECTED CLEAVAGE; ALCOHOL; FUNCTIONALIZATION; ALKYNYLATION; GLYCOSIDES; CONIFERIN;
D O I：
10.1002/cjoc.202300422
中图分类号：
O6 [化学];
学科分类号：
0703 ;
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.
引用
收藏
页码：3587 / 3592
页数：6
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