文献类型：期刊文献

英文题名：Efficient stereoselective synthesis of 5a-carba-α-L-mannopyranose starting from naturally abundant (-)-shikimic acid

作者：Zhu, Xin-Liang[1];Liang, Xian-Ru[1];Luo, Yong-Qiang[1];Wang, Lei[1];Shi, Xiao-Xin[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, 130 Mei Long Rd, Shanghai 200237, Peoples R China

年份：2021

卷号：51

期号：22

起止页码：3427

外文期刊名：SYNTHETIC COMMUNICATIONS

收录：;EI(收录号：20242616379669);WOS:【SCI-EXPANDED(收录号:WOS:000698260200001)】；

基金：This work was financially supported by the National Natural Science Foundation of China [20972048, 20172015].

语种：英文

外文关键词：Carbasugar; mannopyranose; pseudo-sugar; shikimic acid; synthesis

摘要：In this article, an efficient and practical stereoselective synthesis of 5a-carba-alpha-L-mannopyranose from naturally abundant (-)-shikimic acid is discussed. 5a-Carba-alpha-L-mannopyranose was synthesized via 11 steps in 43% overall yield starting from (-)-shikimic acid. The overall yield of the total synthesis is high, the reaction conditions for all steps are mild, the operation procedures of all steps are simple, and the reagents used in all steps are cheap and readily available.