SYNTHESE ET PROPRIETES PHYSICOCHIMIQUES DE 5,6-DIDESOXY-6-HALOGENO-HEPT-5-ENO-1,4-FURANURONONITRILES

Article abstract of DOI:10.1016/S0008-6215(00)84670-4

The four 5,6-dideoxy-6-halogeno-1,2-O-isopropylidene-3-O-methyl-α-D-xylohept-5-eno-1,4-furanurononitriles (bromo, chloro, fluoro, and iodo) were prepared by treatment of 1,2-O-isopropylidene-3-O-methyl-α-D-xylo-pentadialdo-1,4-furanose with the corresponding (cyanohalogenomethylene)triphenylphosphorane.The geometrical isomers were separated by liquid chromatography.Spectral data of the four nitriles and of corresponding enurononitriles were used for identification of configuration and conformation.