文献类型：期刊文献

英文题名：Highly Efficient Synthesis of Kaempferol-5-O-rhamnopyranoside

作者：Yang, Weizhun[1];Li, Rongyao[2];Han, Wei[1];Zhang, Weidong[3];Sun, Jiansong[2]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, State Key Lab Bioorgan & Nat Prod Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China;[3]Second Mil Med Univ, Dept Phytochem, Sch Pharm, Shanghai 200433, Peoples R China

年份：2012

卷号：32

期号：6

起止页码：1067

外文期刊名：CHINESE JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000308269100009)】；

基金：Project supported by the National Natural Science Foundation of China (No. 20902097).

语种：英文

外文关键词：kaempferol; rhamnose; glycosyl ortho-alkynylbenzoate; gold-catalyzed; glycosylation

摘要：Kaempferol-5-O-alpha-L-rhamnopyranoside (1) and kaempferol-3,5-di-O-alpha-L-rhamnopyranoside (2) are representative flavonol 5-O-rhamnopyranoside. Because of the strong intramolecular B-bond, the 5-O-glucosidic linkage could not be efficiently constructed via conventional glycosylation method. In this paper, a novel glycosylation method was used which is gold(I)-catalyzed glycosylation method with glycosyl ortho-alkynylbenzoates as donor to efficiently achieve the formation of the challenging kaempferol-5-O-glycosidic linkages, and finally leading to naturally occurring compounds 1 and 2.