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Thieme Chemistry Journals Awardees – Where Are They Now? ­Ribosylation of an Acid-Labile Glycosyl Acceptor as a Potential Key Step for the Synthesis of Nucleoside Antibiotics
Synlett ( IF 1.7 ) Pub Date : 2017-12-12 , DOI: 10.1055/s-0036-1591517
Christian Ducho 1, 2 , Daniel Wiegmann 1 , Anatol Spork 2 , Giuliana Niro 1
Affiliation  

Naturally occurring nucleoside antibiotics (e.g., muraymycins and caprazamycins) represent attractive lead structures for the development of urgently needed novel antibacterial agents. One major challenge in the total synthesis of muraymycins, caprazamycins, and their analogues is the efficient construction of the densely functionalized aminoribosylated uridine-derived core unit. In order to avoid tedious protecting-group manipulations, we have aimed to conduct the aminoribosylation step with an acid-labile glycosyl acceptor. Therefore, different glycosylation approaches have been studied, with pentenyl glycosides giving the best results.

中文翻译:

Thieme 化学期刊获奖者——他们现在在哪里?酸不稳定糖基受体的核糖基化是合成核苷抗生素的潜在关键步骤

天然存在的核苷类抗生素(例如 muraymycins 和 caprazamycins)代表了开发急需的新型抗菌剂的有吸引力的先导结构。muraymycins、caprazamycins 及其类似物全合成的一项主要挑战是高效构建密集功能化的氨基核糖基化尿苷衍生的核心单元。为了避免繁琐的保护基操作,我们的目标是使用酸不稳定糖基受体进行氨基核糖基化步骤。因此,已经研究了不同的糖基化方法,其中戊烯糖苷给出了最好的结果。
更新日期:2017-12-12
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