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Chem."],"accepted":{"date-parts":[[2023,9,4]]},"abstract":"<jats:p>\n                    The nucleophilic substitution of benzylic bromides with sodium azide was combined with a subsequent copper-catalyzed (3 + 2) cycloaddition with terminal alkynes. This one-pot process was developed with a simple model alkyne, but then applied to more complex alkynes bearing enantiopure 1,2-oxazinyl substituents. Hence, the precursor compounds 1,2-, 1,3- or 1,4-bis(bromomethyl)benzene furnished geometrically differing bis(1,2,3-triazole) derivatives. The use of tris[(1-benzyl-1\n                    <jats:italic>H<\/jats:italic>\n                    -1,2,3-triazol-4-yl)methyl]amine (TBTA) as ligand for the click step turned out to be very advantageous. The compounds with 1,2-oxazinyl end groups can potentially serve as precursors of divalent carbohydrate mimetics, but the reductive cleavage of the 1,2-oxazine rings to aminopyran moieties did not proceed cleanly with these compounds.\n                  <\/jats:p>","DOI":"10.3762\/bjoc.19.101","type":"journal-article","created":{"date-parts":[[2023,9,18]],"date-time":"2023-09-18T06:54:01Z","timestamp":1695020041000},"page":"1399-1407","source":"Crossref","is-referenced-by-count":3,"title":["One-pot nucleophilic substitution\u2013double click reactions of biazides leading to functionalized bis(1,2,3-triazole) 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