869107-36-8Relevant articles and documents
Stereoselective Synthesis of α-3-Deoxy- D -manno-oct-2-ulosonic Acid (α-Kdo) Glycosides Using 5,7-O-Di-tert-butylsilylene-Protected Kdo Ethyl Thioglycoside Donors
Huang, Jia-Sheng,Huang, Wei,Meng, Xue,Wang, Xin,Gao, Peng-Cheng,Yang, Jin-Song
, p. 10894 - 10898 (2015)
An efficient methodology for the synthesis of α-Kdo glycosidic bonds has been developed with 5,7-O-di-tert-butylsilylene (DTBS) protected Kdo ethyl thioglycosides as glycosyl donors. The approach permits a wide scope of acceptors to be used, thus affording biologically significant Kdo glycosides in good to excellent chemical yields with complete α-selectivity. The synthetic utility of an orthogonally protected Kdo donor has been demonstrated by concise preparation of two α-Kdo-containing oligosaccharides.
A facile method for β-selenoglycoside synthesis using β-p-methylbenzoyl selenoglycoside as the selenating unit
Kawai, Yumiko,Ando, Hiromune,Ozeki, Hideya,Koketsu, Mamoru,Ishihara, Hideharu
, p. 4653 - 4656 (2007/10/03)
(Chemical Equation Presented) The reaction between α-glycosyl bromides and potassium p-methylselenobenzoate yields β-p-methylbenzoyl selenoglycosides. The acyl selenoglycosides were activated by the action of a secondary amine and Cs2CO3 to produce an anomeric selenolate anion, which reacted in situ with various electrophiles to yield novel selenoglycosides while retaining the anomeric stereochemistry.