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Paper | Regular issue | Vol 60, No. 12, 2003, pp.2637-2644
Published online, 2nd October, 2003
DOI: 10.3987/COM-03-9868
Stereoselective Intramolecular Azide 1,3-Dipolar Cycloaddition

Theodoros Markidis, Emmanuel Mikros, and George Kokotos*

*Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens 15771, Greece


Ethyl (E)-7-azido-6-[bis(tert-butoxycarbonyl)amino]-2-heptenoate undergoes a stereoselective intramolecular azide 1,3-dipolar cycloaddition leading to a stable triazoline. The configuration and the conformation of the triazoline obtained were determined by spectroscopic data and confirmed by molecular mechanics calculations.