Remote control of alpha- or beta-stereoselectivity in (1 -> 3)-glucosylations in the presence of a C-2 ester capable of neighboring-group participation
文献类型:期刊论文
作者 | Zeng, Y; Ning, J; Kong, FZ |
刊名 | CARBOHYDRATE RESEARCH
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出版日期 | 2003 |
卷号 | 338期号:4页码:307-311 |
关键词 | Remote Control Trichloroacetimidates Neighboring-group Participation |
DOI | 10.1016/S0008-6215(02)00455-X |
英文摘要 | In (1 --> 3)-glucosylation the glycosyl bond originally present in either donor or acceptor is shown to control the stereoselectivity of the forthcoming bond, i.e., the newly formed glycosidic linkage has the opposite anomeric configuration of that of either the donor or acceptor. Therefore, with alpha-(1 --> 3)-linked disaccharides with nonreducing ends that have the 3-OH free as the acceptor and an acetylated glucosyl trichloroacetimidate as the donor, or with an alpha-(1 --> 3)-linked acetylated disaccharide trichloroacetimidate as the donor and a glucoside with 3-OH free as the acceptor, beta-linked trisaccharides were obtained. Meanwhile, with beta-(1 --> 3)-linked disaccharides that have nonreducing ends with the 3-OH free as the acceptor and an acetylated glucosyl trichloroacetimidate as the donor, or with a beta-(1 --> 3)-linked acetylated disaccharide trichloroacetimidate as the donor and a glucoside with the 3-OH free as the acceptor, a-linked trisaccharides were obtained in spite of the C-2 neighboring group participation. (C) 2002 Elsevier Science Ltd. All rights reserved. |
WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
WOS记录号 | WOS:000181004700002 |
源URL | [http://ir.rcees.ac.cn/handle/311016/23827] ![]() |
专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
推荐引用方式 GB/T 7714 | Zeng, Y,Ning, J,Kong, FZ. Remote control of alpha- or beta-stereoselectivity in (1 -> 3)-glucosylations in the presence of a C-2 ester capable of neighboring-group participation[J]. CARBOHYDRATE RESEARCH,2003,338(4):307-311. |
APA | Zeng, Y,Ning, J,&Kong, FZ.(2003).Remote control of alpha- or beta-stereoselectivity in (1 -> 3)-glucosylations in the presence of a C-2 ester capable of neighboring-group participation.CARBOHYDRATE RESEARCH,338(4),307-311. |
MLA | Zeng, Y,et al."Remote control of alpha- or beta-stereoselectivity in (1 -> 3)-glucosylations in the presence of a C-2 ester capable of neighboring-group participation".CARBOHYDRATE RESEARCH 338.4(2003):307-311. |
入库方式: OAI收割
来源:生态环境研究中心
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