Revisiting the armed-disarmed concept: The importance of anomeric configuration in the activation of S-Benzoxazolyl glycosides
Revisiting the armed-disarmed concept: The importance of anomeric configuration in the activation of S-Benzoxazolyl glycosides
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DOI：
10.1021/ol701466u
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发表时间：
2007-10-11
期刊：
影响因子：
5.2
通讯作者：
Li, Ming
中科院分区：
文献类型：
--
作者：
Crich, David;Li, Ming
通过与无反应性的α-异头物进行比较，揭示了在三氟甲磺酸铜（II）促进的反应中，（2 - 苯并噁唑基）全 - O - 苯甲酰 - β - D - 硫代葡萄糖苷及相关供体具有出乎意料的高反应性是邻基参与的结果。不需要对糖基供体的“活化 - 钝化”概念进行修订。
The unexpectedly high reactivity of a (2-benzoxazolyl) per-O-benzoyl-beta-D-thioglucoside and related donors in reactions promoted by copper(II) trifluoromethanesulfonate is revealed, by comparison with the unreactive alpha-anomer, to be the result of neighboring group participation. Revision of the armed-disarmed concept for glycosyl donors is not required.