Journal
CARBOHYDRATE RESEARCH
Volume 427, Issue -, Pages 1-5Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2016.03.019
Keywords
Glycosyl iodide; alpha-Glycosylation; Trimethylsilyl group; Triethylamine
Funding
- National Natural Science Foundation of China [30870553]
- International Science & Technology Cooperation Program of China [2010DFA34370]
- International S&T Cooperation Program of Zhejiang [2013C14012]
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Trimethylsilyl (TMS) protecting group has been found to be very useful for the simultaneous protection of both the glycosyl donor- and the acceptor-substrates in oligosaccharide synthesis. Thus, while the per-O-trimethylsilylated glycosyl iodides served as the glycosyl donor, those bearing selectively exposed primary hydroxyl groups were found suitable as the glycosyl acceptor for the reaction. The cheap and commercially available trialkylamine, triethylamine was found to be an effective promoter for the glycosylation. Importantly, the reaction was a-stereospecific and gave the products in 58%-78% yields. (C) 2016 Elsevier Ltd. All rights reserved.
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