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学科主题: 生命有机化学
题名: 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
作者: 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)
通讯作者: 张卫东 ; 俞飚
刊名: J. Org. Chem.
发表日期: 2010
卷: 75, 期:20, 页:6879-6888
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所; 第二军医大学
英文摘要: 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
语种: 英语
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WOS记录号: WOS:000282604900016
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/19111
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
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.
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