Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
Shandong Provincial Key Laboratory of Carbohydrate Chemistry and Glycobiology, Shandong University, Qingdao 266237, China.
Molecules. 2022 Dec 25;28(1):182. doi: 10.3390/molecules28010182.
Herein, we present a mild strategy for deprotecting cyclic sulfamidates via the Kukhtin-Ramirez reaction to access amino sugars. The method features the removal of the sulfonic group of cyclic sulfamidates, which occurs through an N-H insertion reaction that implicates the Kukhtin-Ramirez adducts, followed by a base-promoted reductive N-S bond cleavage. The mild reaction conditions of the protocol enable the formation of amino alcohols including analogs that bear multiple functional groups.
在此，我们提出了一种温和的策略，通过 Kukhtin-Ramirez 反应来脱保护环状磺酰胺，从而获得氨基糖。该方法的特点是通过涉及 Kukhtin-Ramirez 加合物的 N-H 插入反应去除环状磺酰胺的磺酸基，然后在碱促进下进行还原 N-S 键断裂。该方案的温和反应条件使得包括带有多个官能团的类似物在内的氨基醇的形成成为可能。
