195006-98-5Relevant academic research and scientific papers
Stereoselective synthesis of oxiranes using oxazolidines derived from 2-amino-2-deoxy-D-allose as chiral auxiliaries
Vega-Perez, Jose M.,Vega, Margarita,Blanco, Eugenia,Iglesias-Guerra, Fernando
, p. 3189 - 3203 (2007/10/03)
The synthesis of 2,3-epoxyamide derivatives of 2-amino-2-deoxy-D-allose is described. Epoxidation of the corresponding α,β-unsaturated amides with m-CPBA took place with better stereoselectivity when an oxazolidine ring was fused to the 2,3-positions of the sugar molecule. In most cases, both stereoisomers could be isolated and characterized. The stereochemistry of the new stereogenic centers was then determined by cleavage of the oxirane moiety from the chiral auxiliary, which was also recovered.
Nucleophilic displacements on a cyclic sulfamidate derived from allosamine: Application to the synthesis of thiooligosaccharides
Aguilera, Begona,Fernandez-Mayoralas, Alfonso
, p. 127 - 128 (2007/10/03)
The cyclic sulfamidate of the allosamine derivative 11 is efficiently prepared by reaction with 1,1'-sulfuryl diimidazole; the regioselective opening of this compound by sulfur nucleophiles furnishes 3-thioglucosamine derivatives, useful intermediates in synthesis of thiooligosaccharides.
