A New, Powerful Glycosylation Method: Activation of Thioglycosides with Dimethyl Disulfide-Triflic Anhydride

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• 作者：Já ; nos Tatai ; Pé ; ter Fü ; gedi
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：October 25, 2007
• 年：2007
• 卷：9
• 期：22
• 页码：4647 - 4650
• 全文大小：99K
• 年卷期：v.9,no.22(October 25, 2007)
• ISSN：1523-7052

文摘

2139un00002>Dimethyl disulfide reacts with triflic anhydride to provide a highly reactive electrophile. Various thioglycosides, differing in their thio aglycons,carbohydrate units, and protecting group pattern, were activated with Me₂S₂-Tf₂O in the presence of different glycosyl acceptors. The reactionsproceeded at low temperatures within a short time, affording oligosaccharides in high yields both on primary and secondary hydroxyls.Armed and disarmed glycosyl donors were activated equally efficiently.