Visible-Light-Induced Pd-Catalyzed Radical Strategy for Constructing C-Vinyl Glycosides

被引:46
|
作者
Li, Ming [1 ]
Qu, Yi-Feng [2 ]
Wang, Cui-Tian [1 ]
Li, Xue-Song [1 ]
Wei, Wan-Xu [1 ]
Wang, Yu-Zhao [1 ]
Bao, Qao-Fei [1 ]
Ding, Ya-Nan [1 ]
Shi, Wei-Yu [1 ]
Liang, Yong-Min [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
[2] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
ARYL; TOSYLHYDRAZONES; INHIBITOR; ARYLATION; HALIDES; BENZYL; RING;
D O I
10.1021/acs.orglett.0c02053
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel visible-light-induced palladium-catalyzed Heck reaction for bromine sugars and aryl olefins with high regioand stereochemistry selectivity for the preparation of C-glycosyl styrene is described. This reaction takes place in one step at room temperature by using a simple and readily available starting material. This protocol can be scaled up to a wide range of glycosyl bromide donors and aryl olefin substrates. Mechanistic studies indicate that a radical addition pathway is involved.
引用
收藏
页码:6288 / 6293
页数:6
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