文献类型：期刊文献

英文题名：Gold(i)-promoted α-selective sialylation of glycosyl ortho-hexynylbenzoates for the latent-active synthesis of oligosialic acids

作者：Wang, Jiazhe[1];Lou, Qixin[1];Rong, Jingjing[1];Yang, You[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2019

卷号：17

期号：27

起止页码：6580

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20192907182108);WOS:【SCI-EXPANDED(收录号:WOS:000475661500010)，CCR-EXPANDED(收录号:WOS:000475661500010)】；

基金：Financial support from the Recruitment Program of Global Experts (Y100-4Q-1701 and YC0140103), the National Natural Science Foundation of China (21871081) and the Fundamental Research Funds for the Central Universities (50321031916002 and 22221818014) is gratefully acknowledged. Prof. Guangyu Li from the Shanghai Institute of Organic Chemistry is gratefully acknowledged for measurement of the long-range C-H coupling constants.

语种：英文

外文关键词：Gold compounds

摘要：A gold(i)-promoted alpha-selective sialylation approach with 5-N,4-O-oxazolidinone-protected sialyl ortho-hexynylbenzoates as donors is described for the stereoselective synthesis of alpha-sialosides. Iterative couplings of the 'active' sialyl ortho-hexynylbenzoates and the 'latent' sialyl ortho-iodobenzoates provide a new approach for the 'latent-active' synthesis of alpha-(2 -> 9)-linked oligosialic acids that are relevant to N. meningitidis serogroup C capsular polysaccharide.