Diversified synthesis and -selective glycosylation of 3-amino-2,3,6-trideoxy sugars
Diversified synthesis and -selective glycosylation of 3-amino-2,3,6-trideoxy sugars
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3-氨基-2,3,6-三脱氧糖的多样化合成和选择性糖基化
DOI：
10.1039/c8qo00948a
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发表时间：
2018
影响因子：
5.4
通讯作者：
Wan Qian
中科院分区：
文献类型：
--
作者：
Zeng Jing;Wang Ruobin;Yao Wang;Zhang Shuxin;Sun Guangfei;Liao Zhiwen;Meng Lingkui;Wan Qian
将各种3-氨基脱氧糖附着到天然产物或药物上是新药开发的重要方法。然而，获得结构多样化的 3-氨基脱氧糖和苷元的糖基化具有挑战性。我们通过对带有环状磺酰胺酮亚胺部分的常见糖基中间体进行多样化功能化，合成了多种非天然3-氨基脱氧糖。基于这些结果，进一步研究了这些3-氨基脱氧糖的α-选择性糖基化反应和薯蓣皂苷元的结构修饰。
Attachment of various 3-aminodeoxy sugars to natural products or drugs is a prominent method for new drug development. However, access to structurally diversified 3-aminodeoxy sugars and glycosylation with aglycons are challenging. We synthesized a variety of unnatural 3-aminodeoxy sugars via diversified functionalization of a common glycal intermediate bearing a cyclic sulfamidate ketimine moiety. Based on these results, the α-selective glycosylation reactions of these 3-aminodeoxy sugars and the structural modification of diosgenin were further investigated.