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Synthesis and conformational analysis of a ribo-type cyclohexenyl nucleoside

…, K Nauwelaerts, J Wang, A Van Aerschot…

文献索引:Vijgen, Sara; Nauwelaerts, Koen; Wang, Jing; Van Aerschot, Arthur; Lagoja, Irene; Herdewijn, Piet Journal of Organic Chemistry, 2005 , vol. 70, # 12 p. 4591 - 4597

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被引用次数: 17

摘要

A straightforward approach to a novel class of ribo-type cyclohexenyl nucleosides is described. An electron-demand Diels-Alder reaction forms the key-step of the chosen synthetic pathway. Although the difference is small, conformational analysis using NMR shows that this nucleoside analogue adopts preferentially an 2H3 conformation (S-type), while the “deoxy” cyclohexenyl analogue has a preference for a C3'endo conformation (N- ...