615564-29-9Relevant academic research and scientific papers
Electron-deficient pyridinium salts/thiourea cooperative catalyzed O-glycosylation via activation of O-glycosyl trichloroacetimidate donors
Shaw, Mukta,Kumar, Yogesh,Thakur, Rima,Kumar, Amit
supporting information, p. 2385 - 2395 (2017/11/16)
The glycosylation of O-glycosyl trichloroacetimidate donors using a synergistic catalytic system of electron-deficient pyridinium salts/aryl thiourea derivatives at room temperature is demonstrated. The acidity of the adduct formed by the 1, 2-addition of
Cooperative catalysis in glycosidation reactions with o-glycosyl trichloroacetimidates as glycosyl donors
Geng, Yiqun,Kumar, Amit,Faidallah, Hassan M.,Albar, Hassan A.,Mhkalid, Ibrahim A.,Schmidt, Richard R.
supporting information, p. 10089 - 10092 (2013/10/01)
Thiourea mediates cooperative glycosidation through hydrogen bonding. N,N′-Diarylthiourea as cocatalyst enforces an SN2-type acid-catalyzed glycosidation even at room temperature (see scheme; Bn=benzyl). From O-(α-glycosyl) trichloroacetimidates as glycosyl donors and various acceptors, β-glycosides are preferentially or exclusively obtained.
Formation of 1,1-α, α-glycosidic bonds by intramolecular aglycone delivery. A convergent synthesis of trehalose
Pratt, Matthew R.,Leigh, Clifton D.,Bertozzi, Carolyn R.
, p. 3185 - 3188 (2007/10/03)
(Matrix presented) We report a new synthesis of trehalose analogs that involves the use of intramolecular aglycone delivery for stereoselective formation of the 1,1-α,α-glycosidic bond. The glycosylation reaction afforded the desired isomer exclusively and in good yield.
