Tetrahedron: Asymmetry

The synthesis of l-proline derived tetraazamacrocyclic ligands of C 2 symmetry via intramolecular ester aminolysis

M Achmatowicz, J Jurczak

Index: Achmatowicz, Michal; Jurczak, Janusz Tetrahedron Asymmetry, 2001 , vol. 12, # 1 p. 111 - 119

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Citation Number: 22

Abstract

A convenient and efficient synthesis of enantiomerically pure 12-, 14-, and 16-membered tetraazamacrocyclic ligands, able to form complexes with transition metal cations, is discussed. Linear α, ω-aminoesters, prepared from l-proline, undergo intramolecular aminolysis to afford the corresponding macrocyclic amides in good yields.