Highly α-Selective Synthesis of Sialyl Spirohydantoins by Regiospecific Domino Condensation/O→N Acyl Migration/N-Sialylation of Carbodiimides with Peracetylated Sialic Acid

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• 作者：Dengyou Zhang ; Deju Ye ; Enguang Feng ; Jinfang Wang ; Jianmei Shi ; Hualiang Jiang ; Hong Liu
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：June 4, 2010
• 年：2010
• 卷：75
• 期：11
• 页码：3552-3557
• 全文大小：825K
• 年卷期：v.75,no.11(June 4, 2010)
• ISSN：1520-6904

文摘

A novel and efficient process for the synthesis of α-sialyl spirohydantoin analogues via one-pot sequential reaction involving various carbodiimides and peracetylated Neu5Ac is reported. BF₃·Et₂O mediating intramolecular N-sialylation with excellent α-selectivity is first demonstrated.