Ultrasound-assisted synthesis of C-glycosides

被引:11
|
作者
Jarikote, Dilip V. [1 ,2 ]
O'Reilly, Ciaran [1 ,2 ]
Murphy, Paul V. [1 ,2 ]
机构
[1] Natl Univ Ireland, Sch Chem, Galway, Ireland
[2] Univ Coll Dublin, Sch Chem & Chem Biol, Ctr Synth & Chem Biol, Dublin 4, Ireland
基金
爱尔兰科学基金会;
关键词
Carbohydrates; C-glycosides; Ultrasound; IONIC LIQUID; SONOCHEMISTRY; SONICATION; BINDING; ETHERS; ACID;
D O I
10.1016/j.tetlet.2010.10.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A significant rate enhancement was observed in the preparation of allyl and allenyl-C-glycosides from glycosyl acetate or methyl O-glycoside precursors when ultrasound irradiation was employed as an energy source. The C-glycosides were obtained in 77-96% yields in <20 min using TMSOTf as promoter. These results show that sonication provides rapid and efficient access to useful C-glycoside-based building blocks. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6776 / 6778
页数:3
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