1013026-18-0Relevant articles and documents
Superbase-Catalyzed Stereo- And Regioselective Glycosylation with 2-Nitroglycals: Facile Access to 2-Amino-2-deoxy- O-glycosides
Pal, Kumar Bhaskar,Guo, Aoxin,Das, Mrinmoy,Báti, Gábor,Liu, Xue-Wei
, p. 6707 - 6715 (2020)
An efficient superbase-catalyzed stereo- and regioselective glycosylation of 2-nitroglycals with high functional group compatibility is reported. The ion pair generated from alcohol and a catalytic amount of P4-t-Bu was vital for the successful implementa
N-heterocyclic carbene catalyzed stereoselective glycosylation of 2-nitrogalactals
Liu, Jia-Lin,Zhang, Yu-Tong,Liu, Hang-Fan,Zhou, Ling,Chen, Jie
supporting information, p. 5272 - 5275 (2017/11/06)
An efficient N-heterocyclic carbene catalyzed glycosylation of 2-nitrogalactals with alcohols and phenol has been developed for the first time. A wide variety of 1,2-cis-2-nitroglycosides can be obtained with good to excellent yields and high to excellent
Stereoselective glycosylation of 2-nitrogalactals catalyzed by a bifunctional organocatalyst
Medina, Sandra,Harper, Matthew J.,Balmond, Edward I.,Miranda, Silvia,Crisenza, Giacomo E. M.,Coe, Diane M.,McGarrigle, Eoghan M.,Galan, M. Carmen
, p. 4222 - 4225 (2016/09/09)
The use of a bifunctional cinchona/thiourea organocatalyst for the direct and α-stereoselective glycosylation of 2-nitrogalactals is demonstrated for the first time. The conditions are mild, practical, and applicable to a wide range of glycoside acceptors with products being isolated in good to excellent yields. The method is exemplified in the synthesis of mucin type Core 6 and 7 glycopeptides.
A convenient synthesis of pyrano[2,3-b][1,5]oxazepines by ring closure of O-glycosyl amino acids
Khodair, Ahmed I.,Schmidt, Richard R.
experimental part, p. 7407 - 7413 (2012/01/06)
N-Boc-protected serine and threonine esters could be readily added to 2-nitroglycals, affording exclusively α- and β-anomers with galacto- and gluco-configuration, respectively. Nitro group reduction to the amino group and also ester cleavage led to compo