CuI/TMEDA催化合成芳基葡萄糖碳苷化合物  

Synthesis of C-aryl Glycosides Catalyzed by CuI / TMEDA

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作  者:毛泽伟[1] 饶高雄[1] 

机构地区:[1]云南中医学院中药学院,云南昆明650500

出  处:《合成化学》2016年第3期250-252,共3页Chinese Journal of Synthetic Chemistry

基  金:云南省应用基础研究计划项目(2014FZ087)

摘  要:以THF为溶剂,Cu I/TMEDA为催化剂,四乙酰溴代葡萄糖与芳基溴化镁经取代反应合成了芳基葡萄糖碳苷(2a^2c),其结构经1H NMR和13C NMR确证。在最佳反应条件(THF为溶剂,10%Cu I和10%TMEDA为催化剂,于0℃反应至终点)下,2a^2c的收率为58%~71%,α/β为1/6.5~1/7.1。C-aryl glycosides( 2a ~ 2c) were stereoselectively synthesized by substitution reaction of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide and aryl Grignard reagents,using THF as the solvent and Cu I / TMEDA as the catalyst. The structures were confirmed by1 H NMR and13 C NMR. Under the optimized reaction conditions( THF as the solvent,10% Cu I and 10% TMEDA as the catalyst,and the reaction temperature was 0 ℃),the yields of 2a ~ 2c were 58% ~ 71% and α / β were 1 /6. 5 ~ 1 /7. 1.

关 键 词:CUI 催化 芳基碳苷 合成 

分 类 号:O629.11[理学—有机化学] O614.121[理学—化学]

 

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