期刊
CARBOHYDRATE RESEARCH
卷 363, 期 -, 页码 1-6出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2012.09.023
关键词
Glycosylation; Anodic oxidation; Glycosyl triflate; Oligosaccharide
资金
- MEXT, Japan [2105]
- Meiji Seika Kaisha Ltd.
- Grants-in-Aid for Scientific Research [23750127, 21106001] Funding Source: KAKEN
Development of a novel method for generating glycosyl cations or their equivalents is highly desired, because such intermediates are crucial for developing stereoselective glycosylations in oligosaccharide syntheses. In this review we focus on electrochemical methods that we have recently developed. The anodic oxidation of thioglycosides is effective for generating glycosyl triflate pools, which react with glycosyl acceptors. The reaction of glycosyl triflate pools with diorganosulfides gives glycosyl sulfonium ions, which also serve as effective glycosylation intermediates. The indirect electrochemical method is effective for the generation of glycosyl cations or their equivalents and the use of a flow-microreactor system enables glycosylation using such intermediates. (C) 2012 Elsevier Ltd. All rights reserved.
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