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Synthesis of Kaempferol 3-O-(3 '',6 ''-Di-O-E-p-coumaroyl)beta-D-glucopyranoside, Efficient Glycosylation of Flavonol 3-OH with Glycosyl o-Alkynylbenzoates as Donors
其他题名山柰酚3-氧-(3",6"-二对香豆酰基)-β葡萄糖苷的合成, 邻炔酯给体在黄酮醇3-O糖苷键构建中的应用
Yang WZ(杨为准); Sun JS(孙健松); Lu WX(卢文香); Li Y(李彦); L. Shan, W. Han; Zhang WD(张卫东); Yu B(俞飚)
2010
发表期刊J. Org. Chem.
ISSN0022-3263
卷号75期号:20页码:6879-6888
摘要Kaempferol 3-O-(3 '',6 ''-di-O-E-p-coumaroyl)-beta-D-glucopyranoside (1), an optimal metabolite of Scots pine seedlings for protection of deep-lying tissue against damaging UV-B, represents a typical acylated flavonol 3-O-glycoside This compound was synthesized km the first time via two approaches The first approach starting with kaempterol. featured formation or the flavonol 3-O-glycosidic linkage with a glycosyl biomide under conventional PTC conditions In the second approach. 5.7 4'-tri-O-benzyl-kampferol was readily prepared from oxyacetophenone and p-hydroxybenzoic acid, which was coupled with a glucopyranosyl o-hexynylbenzoate under the catalysis of a gold(I) complex to provide the desired 3-O-glycoside in excellent yield A variety of the glycosyl o-hexanylbenzoates equipped with the 2-O-benzoyl group were C also pi oven to he highly efficient donors for construction of the flavonol 3-O-glycosidic linkages
学科领域生命有机化学
部门归属中国科学院上海有机化学研究所; 第二军医大学
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收录类别SCI
语种英语
WOS记录号WOS:000282604900016
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被引频次:49[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/19111
专题生命有机化学国家重点实验室
通讯作者Zhang WD(张卫东); Yu B(俞飚)
推荐引用方式
GB/T 7714
Yang WZ,Sun JS,Lu WX,et al. Synthesis of Kaempferol 3-O-(3 '',6 ''-Di-O-E-p-coumaroyl)beta-D-glucopyranoside, Efficient Glycosylation of Flavonol 3-OH with Glycosyl o-Alkynylbenzoates as Donors[J]. J. Org. Chem.,2010,75(20):6879-6888.
APA 杨为准.,孙健松.,卢文香.,李彦.,L. Shan, W. Han.,...&俞飚.(2010).Synthesis of Kaempferol 3-O-(3 '',6 ''-Di-O-E-p-coumaroyl)beta-D-glucopyranoside, Efficient Glycosylation of Flavonol 3-OH with Glycosyl o-Alkynylbenzoates as Donors.J. Org. Chem.,75(20),6879-6888.
MLA 杨为准,et al."Synthesis of Kaempferol 3-O-(3 '',6 ''-Di-O-E-p-coumaroyl)beta-D-glucopyranoside, Efficient Glycosylation of Flavonol 3-OH with Glycosyl o-Alkynylbenzoates as Donors".J. Org. Chem. 75.20(2010):6879-6888.
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