130259-48-2Relevant academic research and scientific papers
An Efficient Method for the Stereoselective Synthesis of 2-Amino-β-D- and α-D-Glycosides from Peracylated Sugars Using Active Acidic Species
Matsubara, K.,Mukaiyama, T.
, p. 2365 - 2382 (2007/10/02)
In the presence of a catalytic amount of tin(II) trifluoromethanesulfonate or ytterbium(II) trifluoromethanesulfonate, various 2-amino-β-D-glucopyranosides or galactopyranosides are stereoselectively synthesized in high yields from 1,3,4,6-tetra-O-acetyl-
The use of N-alkoxycarbonyl derivatives of 2-amino-2-deoxy-D-glucose as donors in glycosylation reactions
Boullanger, Paul,Jouineau, Martine,Bouammali, Boufelja,Lafont, Dominique,Descotes, Gerard
, p. 151 - 164 (2007/10/02)
1,3,4,6-Tetra-O-acetyl-2-alkoxycarbonylamino-2-deoxy-β-D-glucopyranoses and 3,4,6-tri-O-acetyl-2-alkoxycarbonylamino-2-deoxy-α-D-glucopyranosyl bromides have been used as donors in glycosylation reactions with model alcohols. β-Glycosides were obtained in good yields and with a high degree of 1,2-trans stereoselectivity.An oxazolidone was formed as the main product from the reaction of some of the glucopyranosylbromides with alcohols of low reactivity, but the formation of all products could be interpreted by a strong participation of the alkoxycarbonylamino group.
