文献类型：期刊文献

英文题名：Synthesis of 3-C-Branched Kdo Analogues via Sonogashira Coupling of 3-lodo Kdo Glycal with Terminal Alkynes

作者：Fan, Wenjing[1];Chen, Yan[1];Lou, Qixin[1];Zhuang, Liqin[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：2018

卷号：83

期号：11

起止页码：6171

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000434367700028)，CCR-EXPANDED(收录号:WOS:000434367700028)】；

基金：Financial support from the National Thousand Young Talents Program (Y100-4Q-1701, YC0140103), the Shanghai Pujiang Program (15PJ1401500), and the Fundamental Research Funds for the Central Universities (22221818014) is gratefully acknowledged.

语种：英文

摘要：A highly efficient approach for the synthesis of 3-C-branched mono- and di-3-deoxy-n-manno-oct-2-ulosonic acid (Kdo) enyne analogues is developed for the first time based on Sonogashira coupling of terminal alkynes with 3-iodo Kdo glycal obtained by the NIS/TMSOTf-promoted one-step reaction from peracetylated Kdo ethyl ester. Further transformation of 3-C-branched mono- and di-Kdo enyne analogues by asymmetric hydrogenation and saponification provided 2-deoxy-beta-carboxyl Kdo analogues in a stereocontrolled mode.