82877-74-5Relevant academic research and scientific papers
The influence of neighboring group participation on the hydrolysis of 2-O-substituted methyl glucopyranosides
Heuckendorff, Mads,Pedersen, Christian M.,Bols, Mikael
supporting information; experimental part, p. 5956 - 5959 (2011/12/22)
Does neighboring group participation actually enhance the reactivity of the anomeric center when the participating group is inherently disarming? To investigate the influence of the neighboring group effect from a 2-O protective group on acidic glycoside hydrolysis, 10 methyl glucosides having different protective groups on O2 have been synthesized and a clear trend between anomeric configuration, participation of the protective group, and the rate of hydrolysis could be observed.
The Reaction of N-Dichloromethylene-N,N-Dimethylammonium Chloride (Viehe's Salt) with Methyl 4,6-O-Benzylidene-α-D-glucoside. An Alternative Synthesis of Methyl 4,6-O-Benzylidene-α-D-alloside
Copeland, Christopher,Stick, Robert V.
, p. 1031 - 1036 (2007/10/02)
The reaction of methyl 4,6-O-benzylidene-α-D-glucoside with N-dichloromethylene-N,N-dimethylammonium chloride (Viehe's salt) in the presence of a base gives a mixture of carbamates (with triethylamine) or the 2,3-carbonate mainly (with pyridine).The treat
