Ring opening of sugar-derived epoxides by TBAF/KHF2: An attractive alternative for the introduction of fluorine into the carbohydrate scaffold

Ring opening of sugar-derived epoxides by TBAF/KHF2: An attractive alternative for the introduction of fluorine into the carbohydrate scaffold
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通过 TBAF/KHF2 对糖衍生环氧化物进行开环:将氟引入碳水化合物支架的一种有吸引力的替代方案

DOI:
10.1016/j.cclet.2016.10.006
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发表时间:
2017-02-01
影响因子:
9.1
通讯作者:
Hu, Xiang-Guo
Hu, Xiang-Guo
中科院分区:
化学1区
文献类型:
--
作者:
Yan, Nan;Lei, Zhi-Wei;Hu, Xiang-Guo

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A stable and commercially available reagent mixture, composed of tetrabutylammonium bifluoride/potassium bifluoride (TBAF/KHF2), was found to be effective for the nucleophilic ring opening reactions of sugar-derived epoxides with fluoride. Different sugar-derived epoxide precursors, including 1-thio-glycosides can be ring-opened to afford fluorinated carbohydrate products in high yields and in short reaction times. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.