1079152-27-4Relevant articles and documents
"One-pot" access to α-d-mannopyranosides from glycals employing ruthenium catalysis
Chittela, Sravanthi,Reddy, Thurpu Raghavender,Krishna, Palakodety Radha,Kashyap, Sudhir
, p. 46327 - 46331 (2014)
Ru-catalyzed synthesis of α-d-mannopyranosides from glucal is described via one-pot glycosylation-dihydroxylation reaction. This method is amenable to a variety of acceptors, including carbohydrate-derived and amino-acid containing alcohols to obtain mannosylated peptides and disaccharides.
Methyl 1,2-orthoesters as useful glycosyl donors in glycosylation reactions: A comparison with n-pent-4-enyl 1,2-orthoesters
Uriel, Clara,Ventura, Juan,Gomez, Ana M.,Lopez, J. Cristobal,Fraser-Reid, Bert
experimental part, p. 3122 - 3131 (2012/07/13)
Mannopyranose-derived methyl 1,2-orthoacetates (R = Me) and -benzoates (R = Ph) can function as glycosyl donors - upon BF3·Et 2O activation in CH2Cl2 - in glycosylation reactions with monosaccharide acceptors to afford disaccharides in good yields. In the process, glycosylation is preferred to acid-catalyzed rearrangement leading to methyl mannopyranosides. Methyl 1,2-orthoesters can be also used in regioselective glycosylation protocols with monosaccharide diols, in which they display good regioselectivity. Copyright
Catalytic glycosylation with glycosyl thioimidate donors
Lucas-Lopez, Cristina,Murphy, Niamh,Zhu, Xiangming
body text, p. 4401 - 4404 (2009/05/07)
A new class of glycosyl thioimidates, glycosyl N-phenyl- trifluorothioacetimidates, were prepared from the readily available glycosyl thiols in excellent yields. These imidates exhibited very good donor properties under the action of catalytic amounts of BF3·Et2O, and the corresponding glycosidation products were formed in very good to excellent yields. Thus, the first catalytic glycosylations with glycosyl thioimidate donors were achieved. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.