Kukhtin-Ramirez-Reaction-Inspired Deprotection of Sulfamidates for the Synthesis of Amino Sugars.

ABSTRACT: 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.

SUBMITTER: Li T 

PROVIDER: S-EPMC9822045 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature