文献类型：期刊文献

英文题名：Synthesis of 3- C-Branched Kdo Analogues via Sonogashira Coupling of 3-Iodo 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] Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, 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：EI(收录号：20182005210631)

语种：英文

外文关键词：Hydrocarbons

摘要：A highly efficient approach for the synthesis of 3-C-branched mono- and di-3-deoxy-d-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-β-carboxyl Kdo analogues in a stereocontrolled mode. Copyright ? 2018 American Chemical Society.