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Experimental and theoretical study of stereoelectronic and H-bond control of reactivity in α- and β-methyl d-glucopyranoside ozonolysis

✍ Scribed by P. Pullumbi; S. Lemeune; J.-M. Barbe; A. Trichet; R. Guilard


Book ID
114142827
Publisher
Elsevier Science
Year
1998
Tongue
English
Weight
700 KB
Volume
432
Category
Article
ISSN
0166-1280

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Ureido 2-deoxy-␤-D-glucopyranosides with seven different amino acid ester residues were studied by means of IR and 1 H NMR spectroscopy. The H-D exchange rates increase in the order L-Val <L-Leu <L-Ala < Gly for both NH protons; however, the exchange rate at N-1-H (linked to the glucopyranoside) is