130998-45-7Relevant academic research and scientific papers
Stereoselective β-mannosylations and β-rhamnosylations from glycosyl hemiacetals mediated by lithium iodide
McGarrigle, Eoghan M.,Pepe, Dionissia A.,Pongener, Imlirenla,Ruddy, Joseph J.
, p. 10070 - 10075 (2021/08/04)
Stereoselective β-mannosylation is one of the most challenging problems in the synthesis of oligosaccharides. Herein, a highly selective synthesis of β-mannosides and β-rhamnosides from glycosyl hemi-acetals is reported, following a one-pot chlorination,
Copper-mediated anomeric: O -arylation with organoboron reagents
Dimakos, Victoria,Liu, Jacklyn J. W.,Ge, Zhenlu,Taylor, Mark S.
supporting information, p. 5671 - 5674 (2019/06/18)
Copper-mediated couplings of arylboroxines with glycosyl hemiacetals furnish O-aryl glycosides via Csp2-O bond formation. The method enables the anomeric O-arylation of protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose and arabinofuranose hemiacetals, the α-anomer is generated selectively from mannopyranose and mannofuranose-derived substrates.
Studies on glycosides XIV. Stereoselectivity and reactivity of new C1 leaving group trichloroacetoxyl in glycosylation reaction
Mao,Chen,Zhang,Cai
, p. 1563 - 1565 (2007/10/02)
2,3,4,6-O-Tetrabenzyl-α-D-galactopyranosyl trichloroacetate (2) reacted with a series of nucleophiles in the presence of BF3 · OEt2 or TMSOTf to give O-, S-galactopyranosides and galactopyranosyl carboxylates stereoselectively in hig
159. Glycosylidene Carbenes - Part 2 - Synthesis of O-Aryl Glycosides
Briner, Karin,Vasella, Andrea
, p. 1764 - 1779 (2007/10/02)
Phenol, 4-methoxyphenol, 4-nitrophenol, methyl orsellinate (1), and 2,6-di(tert-butyl)-4-methylphenol (BHT; 2) have been glycosylated by thermal reaction (20-60 deg C) with various glycosylidene-derived diazirines. 4-Methoxyphenol reacted with the D-gluco
