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Mass spectrometric study of structure and stereochemistry of some stereoisomeric furanosidic derivatives

✍ Scribed by C. Borges; M. A. Almoster Ferreira; K. R. Jennings


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
385 KB
Volume
27
Category
Article
ISSN
1076-5174

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✦ Synopsis


A mass spectrometric study of eight new carbohydrate derivatives has been carried out to determine the influence of structure on the fragmentation mechanisms of stereoisomers. Results indicate that the relative intensities of peaks due to fragment ions of each pair of isomers are sometimes very different, especially those observed in the collision-induced decomposition mass spectra of [ MH 1 + ions. Metastable decompositions related to identical fragmentation processes of two isomers release different amounts of kinetic energy, however. It is usually observed that the kinetic energy released is larger for the S-configuration than for the R-configuration of the two epimers of a particular species.

EXPERIMENTAL Compounds 1 and 2

Compounds 1-8 were synthesized using methods described previously.6 Compound 1 was the starting point for the synthesis of compounds 3 8 . Electron ion-Compound 1 is the starting point for the synthesis of compounds 3 8 and this is why its mass spectrometric


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