Iron(III) chloride as an efficient catalyst for stereoselective synthesis of glycosyl azides and a cocatalyst with Cu(0) for the subsequent click chemistry
Iron(III) chloride as an efficient catalyst for stereoselective synthesis of glycosyl azides and a cocatalyst with Cu(0) for the subsequent click chemistry
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DOI：
10.1039/c1cc13370e
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发表时间：
2011-01-01
影响因子：
4.9
通讯作者：
Chen, Chien-Tien
中科院分区：
文献类型：
--
作者：
Salunke, Santosh B.;Babu, N. Seshu;Chen, Chien-Tien
A highly efficient and mild method for azido glycosylation of glycosyl beta-peracetates to 1,2-trans glycosyl azides was developed by using inexpensive FeCl3 as the catalyst. In addition, we demonstrated, for the first time, that FeCl3 in combination with copper powder can promote 1,3-dipolar cycloaddition (click chemistry) of azido glycosides with terminal alkynes. Good to excellent yields were obtained with exclusive formation of a single isomer in both glycosyl azidation and subsequent cycloaddition processes.
