Large-scale synthesis of per-O-acetylated saccharides and their sequential transformation to glycosyl bromides and thioglycosides

Large-scale synthesis of per-O-acetylated saccharides and their sequential transformation to glycosyl bromides and thioglycosides
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DOI:
10.1080/07328300600770469
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发表时间:
2006-05-01
影响因子:
1
通讯作者:
Lin, Chun-Cheng
Lin, Chun-Cheng
中科院分区:
化学4区
文献类型:
--
作者:
Lin, Chang-Ching;Huang, Li-Cheng;Lin, Chun-Cheng

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这项工作描述了一个大规模的全-O-乙酰化的单糖和二糖的合成使用化学计量的乙酸酐在LiClO 4的存在下,在无溶剂条件下。在一锅法中,全乙酰化的NH3进行随后的异头溴化和巯基糖苷化,以产生合成有价值的结构单元。
This work describes a large-scale synthesis of per-O-acetylated mono- and disaccharides using a stoichiometric amount of acetic anhydride in the presence of LiClO4 under solvent-free conditions. The peracetylated saccharides underwent subsequent anomeric bromination and thioglycosidation in one-pot to yield synthetically valuable building blocks.