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Heterocyclic N ‐glycosides. III. Synthesis of N ‐glycosyl‐ v ‐triazoles from glycosyl azides and phenylacetylene
Author(s) -
GarcíaaLóapez M. T.,
GarcíaaMun̈toz G.,
Iglesias J.,
Madroïtero R.
Publication year - 1969
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570060508
Subject(s) - phenylacetylene , chemistry , glycosyl , azide , glycosylation , glycoside , anomer , cycloaddition , stereochemistry , organic chemistry , catalysis , biochemistry
A number of v ‐triazoles were prepared by the 1,3‐dipolar cycloaddition of glycosyl azides on phenylacetylene. In all the cases studied, except when 2‐ O ‐trichloroacetyI‐3,4,6‐tri‐ O ‐acetyl‐α‐D‐glucopyranosyl azide was used, the two possible v ‐triazoles were obtained. The assignment of structure and anomeric configuration for all N ‐glycosides obtained is discussed.