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学科主题: 生命有机化学
题名: Gold(I)-Catalyzed Glycosylation with Glycosyl ortho-Alkynylbenzoates as Donors: General Scope and Application in the Synthesis of a Cyclic Triterpene Saponin
其他题名: 金催化邻炔基苯甲酸酯给体的糖苷化反应研究及其在一个环状三萜皂甙合成中的应用
作者: Li Y(李瑶) ; Yang XY(杨晓瑜) ; Liu YP(刘运鹏) ; Zhu CS(祝存生) ; Yang Y(杨友) ; Yu B(俞飚)
通讯作者: 俞飚
刊名: Chem.-Eur. J.
发表日期: 2010
卷: 16, 期:6, 页:1871-1882
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所; 中国海洋大学; 中国科学技术大学
英文摘要: Glycosyl ortho-alkynylbenzoates have emerged as a new generation of donors for glycosidation under the catalysis of gold(I) complexes such as Ph3PAuOTf and Ph3PAuNTf2 (Tf= trifluoromethanesulfonate). A wide variety of these donors, including 2-deoxy sugar and sialyl donors, are easily prepared and shelf stable. The glycosidic coupling yields with alcohols are generally excellent; even direct coupling with the poorly nucleophilic amides gives satisfactory yields. Moreover, excellent alpha-selective glycosylation with a 2-deoxy sugar donor and beta-selective sialylation have been realized. Application of the present glycosylation protocol in the efficient synthesis of a cyclic triterpene tetrasaccharide have further demonstrated the versatility and efficacy of this new method, in that a novel chemoselective glycosylation of the carboxylic acid and a new one-pot sequential glycosylation sequence have been implemented.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000275240300021
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/19127
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:
Li Y,Yang XY,Liu YP,et al. Gold(I)-Catalyzed Glycosylation with Glycosyl ortho-Alkynylbenzoates as Donors: General Scope and Application in the Synthesis of a Cyclic Triterpene Saponin[J]. Chem.-Eur. J.,2010,16(6):1871-1882.
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