87713-52-8Relevant academic research and scientific papers
Manno- versus gluco-Selectivity in reductions of 2-keto-β-D-arabino-hexopyranosides
Lichtenthaler, Frieder W.,Lergenmueller, Matthias,Peters, Siegfried,Varga, Zsolt
, p. 727 - 736 (2007/10/03)
Tri-sec-butylborohydrides (L- or K-Selectride) reduce the carbonyl group in acylated 2-keto-β-D-arabino-hexopyranosides to β-D-mannosides in an essentially stereospecific fashion, whereas borane reduction gives the 2-epimeric β-D-glucosides with high preference. As preparative yields are in the 70-85% range, the ulosyl donor approach can thus be utilized for the straightforward construction of oligosaccharides containing either β-D-Man or β-D-Glc units.
Various glycosyl donors with a ketone or oxime function next to the anomeric centre: Facile preparation and evaluation of their selectivities in glycosidations
Lichtenthaler,Klares,Lergenmuller,Schwidetzky
, p. 179 - 184 (2007/10/02)
An efficient one-pot procedure is described for the conversion of a variety of hydroxyglycal esters to their 2-oxoglycosyl bromides which simply comprises of brief treatment with nN-bromosuccinimide/methanol at ambient temperature. Exhibiting comparably l
