A new synthetic use of nucleoside N1-oxides

M MacCoss, EK Ryu, RS White…

文献索引：MacCoss, Malcolm; Ryu, Eung K.; White, Robert S.; Last, Robert L. Journal of Organic Chemistry, 1980 , vol. 45, # 5 p. 788 - 794

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被引用次数: 29

摘要

The use of adenosine N-oxide derivatives to prevent intramolecular cyclization during nucleophilic displacement reactions on the sugar moiety is described. This new synthetic use of “-oxides is illustrated by the synthesis of 5'-0-(p-toluenesulfonyl)-2', 3'-O- isopropylideneadenosine IP-oxide (6) and subsequent displacement of the 5'substituent with iodide or azide under conditions which lead exclusively to N34'intramolecular ...