The development of a continuous flow reactor for stereospecific glycosylation reactions with deoxy sugars is described. This apparatus that permits optimizing the selectivity of glycosylation reactions based on the stability of the activated intermediate is described. By coupling a flow apparatus with HPLC analysis, we can optimize the yield of TsCl-mediated β-linked deoxy sugar construction in a matter of hours. In all cases, results from continuous flow processing translate into improved results in batch-scale reactions, as demonstrated by competition experiments. This is the result of carrying out optimization to identify the ideal temperature for the reaction of the activated intermediate, as opposed to the initial activation conditions. Such an approach allows for the rapid development of highly selective glycosylation reactions in cases in which classical neighboring group participation is not possible.

中文翻译：

---

开发低温流动反应器以优化基于活性供体中间体的糖基化反应


描述了用于脱氧糖立体特异性糖基化反应的连续流动反应器的开发。描述了允许基于活化中间体的稳定性优化糖基化反应的选择性的装置。通过将流动装置与 HPLC 分析相结合，我们可以在几个小时内优化 TsCl 介导的 β-连接脱氧糖构建的产量。在所有情况下，连续流处理的结果都会转化为批量规模反应的改进结果，正如竞争实验所证明的那样。这是进行优化以确定活化中间体反应的理想温度（而不是初始活化条件）的结果。在经典邻近基团参与不可能的情况下，这种方法允许快速发展高度选择性的糖基化反应。