62255-44-1Relevant articles and documents
Diastereoselective Synthesis of α-C-Arabinofuranosyl Glycine
Rassu, Gloria,Zanardi, Franca,Battistini, Lucia,Casiraghi, Giovanni
, p. 371 - 374 (1995)
Exploiting N-(tert-butoxycarboxyl)-2-(tert-butyldimethylsiloxy)pyrrole (TBSOP) as a masked glycine anion equivalent, a short enantiospecific synthesis of the title C-glycosyl α-aminoacid 5 was devised and executed, via diastereospecific α-C-glycosylation
Acid catalyzed rearrangement of vinyl and ketene acetals
Maziarz, Elzbieta,Furman, Bart?omiej
, p. 1651 - 1658 (2014/02/14)
Substituted vinyl and ketene acetals undergo smooth oxygen-to-carbon rearrangement with a catalytic amount of TMSOTf to afford chain-extended ketones or esters, respectively. The developed procedure has been applied to the stereoselective synthesis of C-glycosides from the corresponding anomeric vinyl ethers.
Arabinofuranosides from mycobacteria: Synthesis of a highly branched hexasaccharide and related fragments containing β-arabinofuranosyl residues
Yin, Haifeng,D'Souza, Francis W.,Lowary, Todd L.
, p. 892 - 903 (2007/10/03)
The synthesis of 11 oligosaccharides (4-14) containing β-arabinofuranosyl residues is reported. The glycans are all fragments of two polysaccharides, arabinogalactan and lipoarabinomannan, which are found in the cell wall complex of mycobacteria. In the preparation of the targets, the key step was a low-]temperature glycosylation reaction that installed the β-arabinofuranosyl residues with good to excellent stereocontrol.