873093-20-0Relevant academic research and scientific papers
2-: O-Benzyloxycarbonyl protected glycosyl donors: A revival of carbonate-mediated anchimeric assistance for diastereoselective glycosylation
Weber, Julia,Svatunek, Dennis,Krauter, Simon,Tegl, Gregor,Hametner, Christian,Kosma, Paul,Mikula, Hannes
supporting information, p. 12543 - 12546 (2019/10/28)
By reviving an old idea, we demonstrate that alkoxycarbonyl groups can be used in glycosylation reactions to achieve full stereocontrol through participation of a carbonate moiety at O-2. Various benzyloxycarbonyl-protected glycosyl donors were prepared and used for efficient 1,2-trans glycosylation of base-labile compounds and the synthesis of glycosyl esters.
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
