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科研成果
论文编号: | |
第一作者所在部门: | 天然产物研究中心 |
论文题目: | A Facile and Efficient Method for the Synthesis of 1,2-Sugar Orthoesters |
作者: | Shanqiao Wei |
全部作者: | Shanqiao Wei,Huawu Shao |
论文出处: | |
刊物名称: | 第七届全国天然有机化学学术研讨会论文集,成都,2008年9月 |
年: | 2008 |
卷: | |
期: | |
页: | 127-127 |
联系作者: | 邵华武 |
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摘要 : | Sugar1,2-orthoesters are one of the most important intermediates in the organic synthesis and natural product synthesis ,[1,2] especially in the oligosaccharide synthesis .[3-5] Orthoesters typically undergo rearrangement by the action of protonic or Lewis acids ,resulting in the formation of glycosidic products .[6] These methods for the synthesis of sugar 1,2-sugar orthoesters involve the treatment of peracetylated glycosyl bromides with alcohols in the presence of a quaternary ammonium salt and 2,6-lutidine et al[7,8] Although the methods have been extensively used ,there is still a large disadvantage , the use of an organic base which is smelly ,toxic and eco-unfriendly . Herein in a facile and efficient method for synthesis of 1,2-orthoesters promoted by potassium fluoride instead of organic base was reported . Our goal is to establish the feasibility of this reaction as a general method for the synthesis of 1,2-orthoesters,[9] even sugar-sugar orthoesters . Various sugar orthoesters were prepared in good yield . |
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