C-6-硝基介导的β-d-甘露糖苷键的构建  

C-6-Nitro Group-mediated construction of β-d-mannosidic bonds

作　　者：孙少姿 龙庆 王鹏[1] 李明[1,2] SUN Shao-Zi;LONG Qing;WANG Peng;LI Ming(Key Laboratory of Marine Drugs,Ministry of Education,School of Medicine and Pharmacy,Ocean University of China,Qingdao 266003,China;Laboratory for Marine Drags and Bioproducts of Qingdao Pilot National Laboratory for Marine Science and Technology,Qingdao 266237,China)

机构地区：[1]中国海洋大学海洋药物教育部重点实验室,医药学院,山东青岛266003 [2]青岛海洋科学与技术试点国家实验室海洋药物与生物制品功能实验室,山东青岛266237

出　　处：《中国海洋药物》2021年第3期35-40,共6页Chinese Journal of Marine Drugs

基　　金：国家自然科学基金项目(21672194,21272220)资助。

摘　　要：目的探索强吸电性硝基指导立体选择性构建β-D-甘露糖苷键的可行性。方法以6-C-硝基甘露糖邻己炔基苯甲酸酯5为供体在(PhO)_(3)PAuCl和AgB(C_(6)F_(5))_(4)催化剂条件下和糖基受体发生立体选择性的糖苷化反应。结果成功构建了β-D-甘露糖苷键为包含β-D-甘露糖单元的海洋天然产物及其类似物的合成开辟了新的途径。Objective To explore the feasibility of stereoselective construction ofβ-D-mannosidic bonds mediated by the strong electron-withdrawing nature of nitro group.Methods 6-C-Nitro-mannosyl orthohexynylbenzoate 5 was used as the glycosyl donor,and reacted with glycosyl acceptors to afford the desiredβ-D-mannosides under the action of(PhO)_(3) PAuCl and AgB(C_(6)F_(5))_(4) catalysts.Results Theβ-D-mannosidic bond was successfully constructed,which opens up a new door for the synthesis of various marine natural products and their analogues containing theβ-mannoside residues.

关 键 词：金催化的糖苷化 β-d-甘露糖苷键 甘露糖邻己炔基苯甲酸酯 

分 类 号：R914[医药卫生—药物化学]