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Synthesis of 1,3-azidoamines

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Enantiopure azetidinium salts were treated with various nucleophiles (azide anion, benzylamine, acetate anion or alkoxides) which provided interesting insights into the regioselectivity of the ring-opening process.
F. Couty, O. David, F. Durrat, G. Evano, S. Lakhdar, J. Marrot, M. Vargas-Sanchez, Eur. J. Org. Chem., 2006, 3479-3490.