2-Nitroglycals are important synthons for biological active 2-aminoglycosides, glycoconjugates and natural products synthesis. Herein, we summarized the recent advance of 2-nitroglycals from 2014 to 2023. A plethora of applications on the synthesis of bioactive compounds via Michael–type addition, sugar ring opening reaction, Ferrier rearrangement were summarized. Organo–catalysis glycosylation plays a pivotal role in these applications.

Abstract

2-Nitroglycals are important synthons for biological active 2-aminoglycosides, glycoconjugates and natural products synthesis. Herein, we summarized the recent advances of 2-nitroglycals including its synthetic methods and its applications. Using 2-nitroglycals, 2-aminoglycosides, nitro-polyol derivatives, sugar-furan derivatives, sugar-pyrrole molecules, 2,3-diaminoglycosides and 2-amino-1,3-dithioglycosides were obtained via Michael–type addition, retro-Henry-type reaction, C1/C3-Ferrier rearrangement and [3+2] N-heterocyclic addition. Most of these conversions are achieved via mild organo-catalysis glycosylation methods.