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Taming the reactivity of alkyl azides by intramolecular hydrogen bonding: site-selective conjugation of unhindered diazides

Koshiro Maegawa, Hiroki Tanimoto, Seiji Onishi, Takenori Tomohiro, Tsumoru Morimoto, Kiyomi Kakiuchi

2021Organic Chemistry Frontiers16 citationsDOI

Abstract

The intramolecular hydrogen bonding in the α-azido secondary acetamides (α-AzSAs) enabled site-selective integration onto the diazide modular hubs even without steric hindrance.

Topics & Concepts

ChemistryIntramolecular forceSteric effectsAlkylReactivity (psychology)Hydrogen bondCombinatorial chemistryOrganic chemistryMoleculeMedicineAlternative medicinePathologyClick Chemistry and ApplicationsSynthesis and Catalytic ReactionsChemical Synthesis and Analysis
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