Tuning glycoside reactivity:: New tool for efficient oligosaccharide synthesis

Tuning glycoside reactivity:: New tool for efficient oligosaccharide synthesis
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DOI:
10.1039/a705275h
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发表时间:
1998-01-07
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子:
--
通讯作者:
Warriner, SL
Warriner, SL
中科院分区:
其他
文献类型:
--
作者:
Douglas, NL;Ley, SV;Warriner, SL

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复杂寡糖的简洁制备仍然是合成有机化学的重大挑战。在偶联反应过程中调节供体反应性,这样我们就可以避免经典碳水化合物合成中冗长的保护基操作,为快速组装大型糖系统提供了一种策略。竞争反应已用于量化保护基团、单糖类型和异头离去基团对各种糖基供体反应性的影响。
The concise preparation of complex oligosaccharides remains a significant challenge for synthetic organic chemistry. The tuning of donor reactivity during coupling reactions, such that we may avoid the lengthy protecting-group manipulations of classical carbohydrate synthesis, affords a strategy for the rapid assembly of large sugar systems. Competition reactions have been used to quantify the influence of protecting groups, monosaccharide type, and anomeric leaving groups on the reactivity of various glycosyl donors.