文献类型：期刊文献

英文题名：Gold(I)-Catalyzed Intermolecular Rearrangement Reaction of Glycosyl Alkynoic β-Ketoesters for the Synthesis of 4-O-Glycosylated 2-Pyrones

作者：Liu, Rongkun[1];Li, Xiaoqian[1];Li, Xiaona[1];Wang, Jiazhe[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：84

期号：21

起止页码：14141

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20194207540756);WOS:【SCI-EXPANDED(收录号:WOS:000494562600083)，CCR-EXPANDED(收录号:WOS:000494562600083)】；

基金：Financial support from the National Thousand Young Talents Program (Y100-4Q-1701, YC0140103), the National Natural Science Foundation of China (21871081), and the Fundamental Research Funds for the Central Universities (50321031916002, 22221818014) is gratefully acknowledged.

语种：英文

外文关键词：Catalysis

摘要：A new gold(I)-catalyzed rearrangement reaction with glycosyl alkynoic beta-ketoesters as substrates is developed. The rearrangement reactions under the catalysis of PPh3AuOTf proceeded smoothly to afford a range of 4-O-glycosylated 2-pyrones. Based on the isolation of the 4-hydroxy-2-pyrone derivative generated from the departure of the leaving group and the competitive reaction, a plausible mechanism of the gold(I)-catalyzed intermolecular rearrangement reactions is proposed.