Gold(I)-catalyzed C-glycosylation of glycosyl ortho-alkynylbenzoates: the role of the moisture sequestered by molecular sieves

Gold(I)-catalyzed C-glycosylation of glycosyl ortho-alkynylbenzoates: the role of the moisture sequestered by molecular sieves
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金(I)催化糖基原炔基苯甲酸酯的C-糖基化:分子筛截留水分的作用

DOI:
10.1039/c6cc07218f
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发表时间:
2016-01-01
影响因子:
4.9
通讯作者:
Yu, Biao
Yu, Biao
中科院分区:
化学2区
文献类型:
--
作者:
Chen, Xiaoping;Wang, Qiaoling;Yu, Biao

文献摘要

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邻己炔基苯甲酸糖基酯与烯丙基三甲基硅烷或甲硅烷基烯醇醚的C-糖基化可以在Ph 3 PAuNTf 2催化下顺利进行,以高产率和立体选择性提供相应的C-糖苷,其中分子筛螯合的水分被公开在金(I)催化循环中起关键作用。
C-Glycosylation of glycosyl ortho-hexynylbenzoates with allyltrimethylsilane or silyl enol ethers could proceed smoothly under the catalysis of Ph3PAuNTf2 to provide the corresponding C-glycosides in high yields and stereoselectivity, wherein the moisture sequestered by the molecular sieves was disclosed to play a critical role in the gold(I)-catalytic cycle.