114421-40-8Relevant articles and documents
Synthesis of vinylic C-glycosides from telluroglycosides. Addition of photochemically and thermally generated glycosyl radicals to alkynes
Yamago, Shigeru,Miyazoe, Hiroshi,Yoshida, Jun-ichi
, p. 2343 - 2346 (1999)
Glycosyl radicals generated from telluroglycosides react with a variety of alkynes to give the corresponding vinylic C-glycosides in good to excellent yields. The reaction takes place in an atom transfer manner to form vinyl telluride, and the resulting C-Te bond is transmetalated to the C-Zn bond with Et2Zn or reduced to the C-H bond with tributyltin hydride.
Sn-free Ni-catalyzed reductive coupling of glycosyl bromides with activated alkenes
Gong, Hegui,Andrews, R. Stephen,Zuccarello, Joseph L.,Lee, Stephen J.,Gagne, Michel R.
supporting information; experimental part, p. 879 - 882 (2009/07/25)
A mild, stereoselective method for the Ni-catalyzed synthesis of α-C-alkylglycosides is reported. This approach entails the reductive coupling of glycosyl bromides with activated alkenes at room temperature, with low alkene loading as an important feature. Diastereoselective coupling with 2-substituted acrylate derivatives was made possible through the use of 2,4-dimethyl-3-pentanol as a proton source.
O-Glycosyl Imidates, 19. - Reactions of Glycosyl Trichloroacetimidates with Silylated C-Nucleophiles
Hoffmann, Michael G.,Schmidt, Richard R.
, p. 2403 - 2419 (2007/10/02)
Reaction of O-benzyl-protected α-glycopyranosyl trichloroacetimidates 1 and the xylo analogues 7 with silyl enol ethers or allyltrimethylsilane as C-nucleophiles yields with zink chloride as catalyst mainly or exclusively α-C-glycosides (5a-α to 5h-α, 8b,