Stereoselective synthesis of D-α-glucopyranosides,di-and tri-saccharides via 6-O-acetyl-glucopyranosyl bromides

作     者：FEI, Chang-Pei MA, YueInstitute of Chemistry, Chinese Academy of Science, Beijing 100080, ChinaCHAN, Tak-HangDepartment of Chemistry, McGill University, Montreal, PQ, Canada 

作者机构：Institute of Chemistry Chinese Academy of Science Beijing 100080 China Department of Chemistry McGill University Montreal PQ Canada 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：1995年第13卷第5期

页      面：454-459页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主　　题：Stereoselection,α-D-pyranosyl bromide glycosidation 13C NMR 

摘      要：Acetyl bromide cleaved 2,3,4-tri-O-benzyl-l,6-anhydro-B-D-glucopyranose (la) or 2,3,4-tri-O-benzyl-1,6-anhydro-B-Z)-galactopyranose (1a ) to give the corresponding a-D-pyranosyl bromides (2). Reaction of 2 with ROH/diisopropylethylamine gave the corresponding a-glucopyra-nosides, di- and tri-saccharides with good yield. It was available to use 13C NMR to monitor the glycosidation reaction.