98920-47-9Relevant academic research and scientific papers
Studies on the stereoselective synthesis of C-allyl glycosides
McGarvey, Glenn J.,Leclair, Christopher A.,Schmidtmann, Bahar A.
supporting information; experimental part, p. 4727 - 4730 (2009/06/05)
(Equation Presented) An investigation was carried out to explore the use of sulfoxide donors as common precursors to stereoisomeric C-glycoconjugates of glycoprotein and glycolipid tumor antigens. A study focusing on the effects of reaction conditions and substrate structure on the stereoselectivity of allylation was carried out. Although conditions were realized to selectively afford α-allylation products in good to excellent yields, the search for conditions favoring β-selectivity proved less successful.
PREPARATIVE SYNTHESIS OF C-(α-D-GLUCOPYRANOSYL)-ALKENES AND -ALKADIENES : DIELS-ALDER REACTION
Martin, Maria de Gracia Garcia,Horton, Derek
, p. 223 - 230 (2007/10/02)
The reaction of 2,3,4,6-tetra-O-benzyl-1-O-(p-nitrobenzoyl)-α-D-glucopyranose with (E)-penta-2,4-dienyltrimethylsilane and boron trifluoride etherate in acetonitrile afforded stereoselectivity (E)-5-(tetra-O-benzyl-α-D-glucopyranosyl)-1,3-pentadiene (1) i
STEREOSELECTIVE SYNTHESIS OF α-C-ALLYL-GLYCOPYRANOSIDES
Giannis, Athanassios,Sandhoff, Konrad
, p. 1479 - 1482 (2007/10/02)
A simplified procedure for the synthesis of C-glycosides has been developed.Fully or partially acetylated glycopyranoses are reacted, in a single step, with allyltrimethylsilane in the presence of a Lewis acid.This method also offers the advantage that st
