19773-96-7Relevant academic research and scientific papers
An alternative synthesis of methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside using carbonate esters
Raajimakers, Harry W. C.,Zwanenburg, Binne,Chittenden, Gordon J. F.
, p. 185 - 192 (1993)
New simple routes to the title epoxide, using carbonate esters of methyl 4,6-O-benzylidene-α-D-glucopyranoside, are described.Some mechanistic aspects of the reactions are discussed.
The Reaction of N-Dichloromethylene-N,N-dimethylammonium Chloride (Viehe's Salt) with Some Carbohydrate Diols
Copeland, Christopher,Stick, Robert V.
, p. 581 - 589 (2007/10/02)
The reaction of Viehe's salt (Me2N1+=CCl2Cl1-) with various carbohydrate diols (manno, allo) in the presence of a base is reported, the products being, after hydrolysis, either carbonate (with pyridine) or the carbamate (with triethylamine).A rationalization of the two different types of product formed is given in terms of the stereoelectronic control proposal by Deslongchamps.
