Chemoselective hydration of glycosyl cyanides to C-glycosyl formamides using ruthenium complexes in aqueous media. Issue 44 (28th October 2015)

• Record Type: Journal Article
• Authors: Misra, Anup Kumar; Bokor, Éva; Kun, Sándor; Bolyog-Nagy, Evelin; Kathó, Ágnes; Joó, Ferenc; Somsák, László
• Is Part Of: Tetrahedron letters. Volume 56:Issue 44(2015)
• Page Start: 5995
• Page End: 5998
• Publication Date: 2015-10-28
• Subjects: C-Glycoside -- Amide -- Nitrile -- Ruthenium complex -- Water; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.09.040
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: [RuCl2 (DMSO)4 ] in the presence of N -benzylated 1, 3, 5-triaza-7-phosphaadamantane efficiently catalyzed the hydration of glycosyl cyanides to the corresponding formamide derivatives in water or water– N -methylpyrrolidone solvent mixtures at 105 °C. O -Acetyl, O -benzoyl, and O -benzyl protecting groups, anomeric bromide and azide substituents as well as double bonds were shown to be compatible with these reaction conditions.