2-Deoxy-2-iodo-alpha-mannopyranosyl and -talopyranosyl acetates: highly stereoselective glycosyl donors for the synthesis of 2-deoxy-alpha-glycosides.

2-Deoxy-2-iodo-alpha-mannopyranosyl and -talopyranosyl acetates: highly stereoselective glycosyl donors for the synthesis of 2-deoxy-alpha-glycosides.
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DOI:
10.1021/ol9908068
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发表时间:
1999-08
期刊:
影响因子:
5.2
通讯作者:
W. Roush;S. Narayan
W. Roush;S. Narayan
中科院分区:
化学1区
文献类型:
--
作者:
W. Roush;S. Narayan

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[公式:2-脱氧-2-碘-α-吡喃甘露糖基乙酸酯8-10和2-脱氧-2-碘-α-吡喃塔罗糖基乙酸酯11的TMS-OTf-或TBS-OTf-促进的糖苷化反应提供相应的2-脱氧-2-碘-α-吡喃糖苷,2-脱氧-α-糖苷的前体,作为唯一观察到的反应产物。
[formula: see text] TMS-OTf- or TBS-OTf-promoted glycosidation reactions of 2-deoxy-2-iodo-alpha-mannopyranosyl acetates 8-10 and the 2-deoxy-2-iodo-alpha-talopyranosyl acetate 11 provide the corresponding 2-deoxy-2-iodo-alpha-pyranosides, precursors to 2-deoxy-alpha-glycosides, as the only observed reaction products.