852448-25-0Relevant academic research and scientific papers
How the arming participating moieties can broaden the scope of chemoselective oligosaccharide synthesis by allowing the inverse armed-disarmed approach
Smoot, James T.,Demchenko, Alexei V.
supporting information; experimental part, p. 8838 - 8850 (2009/04/05)
(Chemical Equation Presented) A new method for stereocontrolled glycosylation and chemoselective oligosaccharide synthesis has been developed. It has been determined that complete 1,2-trans selectivity can be achieved with the use of a 2-O-picolyl moiety,
Development of an arming participating group for stereoselective glycosylation and chemoselective oligosaccharide synthesis
Smoot, James T.,Pornsuriyasak, Papapida,Demchenko, Alexei V.
, p. 7123 - 7126 (2007/10/03)
(Chemical Equation Presented) Armed and dangerous: A new armed-disarmed glycosylation strategy (see picture) allows chemoselective introduction of a 1,2-trans glycosidic linkage prior to other linkages through the use of a 2-O-picolyl moiety. This neighbo
Synthesis of L-arabinopyranose containing hederagenin saponins
Plé, Karen,Chwalek, Martin,Voutquenne-Nazabadioko, Laurence
, p. 4347 - 4362 (2007/10/03)
The synthesis of eight hederagenin saponins, five of which are natural products, and their methyl esters is described as part of an ongoing study of the biological activity of triterpenoid saponins. Six disaccharides consisting of an l-arabinopyranose glycosylated in positions 2, 3, or 4 with a β-d-xylopyranose or a β-d-glucopyranose residue, respectively, were synthesized in good to excellent yields. The saponins were then prepared in good yields through glycosylation with a suitably protected hederagenin derivative followed by total deprotection and treatment with diazomethane.
