文献类型：期刊文献

中文题名：Improved Stereoselective Syntheses of （-t-）-Valiolamine and （-I-）-Valienamine Starting from （-）-Shikimic Acid

英文题名：Improved Stereoselective Syntheses of （-t-）-Valiolamine and （-I-）-Valienamine Starting from （-）-Shikimic Acid

作者：Fenglei Li[1];Wei Ding[1];Na Quan[1];Jiajia Wu[1];Yungang He[1];Xingliang Zhu[1];Xiaoxin Shi[1];Jianhong Zhao[1]

机构：[1]Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China

年份：2017

卷号：35

期号：4

起止页码：457

中文期刊名：Chinese Journal of Chemistry

外文期刊名：中国化学（英文版）

收录：CSTPCD;;Scopus;CSCD:【CSCD2017_2018】；

基金：We thank the National Natural Science Foundation of China （No. 20972048） for the financial support of this work.

语种：英文

中文关键词：valiolamine;valienamine;shikimic acid;practical synthesis

外文关键词：valiolamine, valienamine, shikimic acid, practical synthesis

摘要：Improved stereoselective syntheses of the targeted compounds （＋）-valiolamine 1 and （＋）-valienamine 2 starting from naturally abundant （–）-shikimic acid are described. A common key intermediate compound 7 was first synthesized from （–）-shikimic acid in 9 steps. The compound 7 was then converted to （＋）-valiolamine 1 in 3 steps, and was also converted to （＋）-valienamine 2 in 4 steps. In summary, （＋）-valiolamine 1 and （＋）-valienamine 2 were synthesized from （–）-shikimic acid in 12 （or 13） steps in 40% and 39% overall yields, respectively.
Improved stereoselective syntheses of the targeted compounds （＋）-valiolamine 1 and （＋）-valienamine 2 starting from naturally abundant （–）-shikimic acid are described. A common key intermediate compound 7 was first synthesized from （–）-shikimic acid in 9 steps. The compound 7 was then converted to （＋）-valiolamine 1 in 3 steps, and was also converted to （＋）-valienamine 2 in 4 steps. In summary, （＋）-valiolamine 1 and （＋）-valienamine 2 were synthesized from （–）-shikimic acid in 12 （or 13） steps in 40% and 39% overall yields, respectively.