Acetochloro-sugars

The results from his first study on glycoside synthesis and from the studies on the transformation of acetochloro sugars by TiCLj, described by Eugene Pacsu,... 

It has been pointed out, with reference to Table II, that the strongly acidic conditions which are ordinarily employed to replace the Cl-acetoxy group of a sugar acetate by halogen have yielded only one of the two anomeric O-acetylglycosyl halides. In 1901, Fischer and Armstrong106 described diastereoisomers for the acetochloro and acetobromo derivatives of... 

Another numerical relationship involving the optical rotations of the poly-O-acetylglycosyl halides has been deduced by Brauns, who has summarized the results obtained after many years of precise observation on carefully purified materials. Brauns has shown that, in a number of cases, the differences of the specific rotations of the acetohalogeno derivatives of a sugar are directly proportional to the differences in the atomic radii of the halogen atoms. That is, for a given sugar the differences of the specific rotations (acetochloro — acetofluoro), (acetobromo — acetochloro), (ace-... 

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