151909-91-0Relevant articles and documents
NMR evidence for the participation of triflated ionic liquids in glycosylation reaction mechanisms
Rencurosi, Anna,Lay, Luigi,Russo, Giovanni,Caneva, Enrico,Poletti, Laura
, p. 903 - 908 (2006)
A systematic low-temperature NMR study of a glycosylation reaction was performed in the presence of different ionic liquids and acidic catalysts. The influence of the triflate anion derived from [emim][OTf] on the stereochemistry of the glycosylation prod
Gold(III)-Catalyzed Glycosylation using Phenylpropiolate Glycosides: Phenylpropiolic Acid, An Easily Separable and Reusable Leaving Group
Shaw, Mukta,Thakur, Rima,Kumar, Amit
, p. 589 - 605 (2019/01/14)
An efficient and operationally simple gold(III)-catalyzed glycosylation protocol was developed using newly synthesized benchtop stable phenylpropiolate glycosyl (PPG) donors. Gold(III)-catalyzed activation of PPGs proceeds well with various carbohydrate a
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.
, 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.