N-Alkylated Analogues of Indolylthio Glycosides as Glycosyl Donors with Enhanced Activation Profile.
N-Alkylated Analogues of Indolylthio Glycosides as Glycosyl Donors with Enhanced Activation Profile.
复制标题
作为糖基供体的吲哚硫代糖苷的 N-烷基化类似物，具有增强的激活特性。
DOI：
10.1002/ejoc.202200300
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发表时间：
2022
影响因子：
2.8
通讯作者：
Demchenko,AlexeiV
中科院分区：
文献类型：
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作者：
Shrestha,Ganesh;Panza,Matteo;Singh,Yashapal;Stine,KeithJ;Demchenko,AlexeiV
在研究吲哚硫甙时，我们之前确定了它们的激活谱，需要大量的激活剂。这一缺陷在目前N -烷基化SInR衍生物的研究中得到了部分解决。通过核磁共振研究了激活过程，对机制的进一步了解导致了SIn与SInR衍生物发生不同激活途径的发现。还研究了SInR离去基团与硫代糖苷的正交性以及硫代酰亚胺对SInR糖苷的选择性活化。
While studying indolylthio glycosides, previously we determined their activation profile that required large excess of activators. This drawback was partially addressed in the present study of N‐alkylated SInR derivatives. The activation process was studied by NMR and the increased understanding of the mechanism led to a discovery of different activation pathways taking place with SIn versus SInR derivatives. Also investigated was orthogonality of the SInR leaving groups versus thioglycosides and selective activation of thioimidates over SInR glycosides.