Ridgway Lacie M, Das Anupama, Shadrick Melanie L, Demchenko Alexei V
Department of Chemistry, Saint Louis University, 3501 Laclede Ave., St. Louis, MO 63103, USA.
Molecules. 2024 Oct 13;29(20):4845. doi: 10.3390/molecules29204845.
Reported herein is a new reaction for glycosylation with thioglycosides in the presence of iron(III) chloride. Previously, FeCl was used for the activation of thioglycosides as a Lewis acid co-promoter paired with NIS. In the reported process, although 5.0 equiv of FeCl are needed to activate thioglycosides most efficiently, no additives were used, and the reactions with reactive glycosyl donors smoothly proceeded to completion in 1 h at 0 °C. This work showcases a new direction in developing glycosylation methods using greener and earth-abundant activators.
本文报道了一种在氯化铁存在下用硫代糖苷进行糖基化的新反应。此前，FeCl用作与NIS配对的路易斯酸共促进剂来活化硫代糖苷。在报道的过程中，尽管最有效地活化硫代糖苷需要5.0当量的FeCl，但未使用添加剂，并且与活性糖基供体的反应在0℃下1小时内顺利完成。这项工作展示了使用更绿色且储量丰富的活化剂开发糖基化方法的新方向。
