Carbohydrate Research p. 81 - 90 (1984)
Update date:2022-08-05
Topics: Reaction Experimental Acetylenic esters
Miquel, Luis M. Vazquez de
Blazquez, Jose A. Serrano
Barros, Fernando J. Garcia
Guillen, Manuel Gomez
Ethyl 2-amino-4,6-O-benzylidene-2-deoxy-D-gluconate adds to acetylenic esters to give sugar enaminones.The following acetylene derivatives have been employed: methyl propiolate, ethyl phenylpropiolate, and dimethyl acetylenedicarboxylate (6).With compound 6, the reaction leads to a mixture of the expected enaminone and the isomeric oxazolidine derivative.The structures and configurations of the new compounds were studied by spectroscopic and chemical methods.
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