Protecting-Group-Free Synthesis of Glycosyl 1鈥揚hosphates

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• 作者：Landon John G. Edgar ; Somnath Dasgupta ; Mark Nitz
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：August 17, 2012
• 年：2012
• 卷：14
• 期：16
• 页码：4226-4229
• 全文大小：216K
• 年卷期：v.14,no.16(August 17, 2012)
• ISSN：1523-7052

文摘

Glycosyl 1-phosphates enriched in the 伪-anomer are obtained without the use of protecting groups in two steps starting from the free hemiacetal. Condensation of free hemiacetals with toluenesulfonylhydrazide yields a range of glycosylsulfonohydrazide donors which can be oxidized using cupric chloride in the presence of phosphoric acid and the coordinating additive 2-methyl-2-oxazoline to give useful yields of the fully deprotected glycosyl 1-phosphates.