Regio- and stereocontrolled synthesis and conformational analysis of benzimidazole nucleosides

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• 作者：Qi Ji ; Jinliang Li ; Fei Ding ; Jie Han ; Meili Pang ; Shuangxi Liu and Jiben Meng
• 关键词：Nucleosides ; Regioselectivity ; Glycosylation ; Stereoselectivity ; Conformation
• 刊名：Tetrahedron
• 出版年：2006
• 出版时间：13 March 2006
• 年：2006
• 卷：62
• 期：11
• 页码：2529-2536
• 全文大小：195 K

文摘

Regio- and stereocontrolled synthesis and conformational analysis of a series of benzimidazole nucleosides were achieved. A simple method by ¹H NMR 1D NOE experiment was developed for estimation of syn or anti conformation of benzimidazole nucleosides. Substituents at C2 of benzimidazole demonstrated to play a key role both in the unexpected regioselectivity of the glycosidic reaction and in the conformation distributions of the final products.