56175-38-3Relevant articles and documents
Triflic acid catalyzed reductive coupling reactions of carbonyl compounds with O-, S-, and N-nucleophiles
Gellert, Beate A.,Kahlcke, Nils,Feurer, Markus,Roth, Stefanie
supporting information; experimental part, p. 12203 - 12209 (2011/11/07)
Highly efficient metal-free reductive coupling reactions of aldehydes and ketones with a range of nucleophiles in the presence of triflic acid (1-5 mol %) as the catalyst are presented. The reactions can be performed at ambient temperature without exclusion of moisture or air. A range of symmetrical and unsymmetrical ethers were obtained by this method in high yields and short reaction times. For the first time, the influence of additional functionalization has been studied. Furthermore, the formation of thioethers from ketones (by addition of unmodified thiols) and of sulfonamides from either aldehydes or ketones has been achieved under catalytic conditions.
Solution- and solid-phase synthesis of inhibitors of H. pylori attachment and E-selectin-mediated leukocyte adhesion
Halcomb,Huang,Wong
, p. 11315 - 11322 (2007/10/02)
Chemical and enzymatic methods have been developed for the synthesis of the oligosaccharides NeuAcα2 → 3Galβ1 → 4GlcNAcβ1 → 3Gal and NeuAcα2 → 3Galβ1 → 4(Fucα1 → 3)GlcNAcβ1 → 3Gal as inhibitors for H. pylori and E-selectin, respectively. Gal, NeuAc, and Fuc were incorporated sequentially into the synthetic primer GlcNAcβ1 → 3GalβOEt by the corresponding glycosyltransferases to give both the tetrasaccharide and the pentasaccharide. This solution-phase strategy was then extended to the solid-phase synthesis of the tetrasaccharide. A disaccharide primer was first attached to controlled pore glass via a spacer group containing an ester bond, followed by enzymatic incorporation of Gal and NeuAc. Two to three equivalents of sugar nucleotides were used in the enzymatic glycosylation, and the conversion for each step was found to be >98% as indicated in the analysis of products released by treatment with hydrazine.