Factors Influencing the Course of the Macrocyclization of α, ω??Diamines with Esters of α, ω??Dicarboxylic Acids

…, DT Gryko, H Sierzputowska??Gracz…

Index: Gryko, Dorota; Gryko, Daniel T.; Sierzputowska-Gracz, Hanna; Piatek, Piotr; Jurczak, Janusz Helvetica Chimica Acta, 2004 , vol. 87, # 1 p. 156 - 166

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Citation Number: 7

Abstract

Abstract The efficient synthesis of eight new macrocyclic amides (lactams) via reaction of diesters with diamines under normal dilution conditions is described. The role of intermolecular H-bond formation and steric hindrance is discussed based on 1 H-and 15 N- NMR studies of appropriate model compounds. Principles for the optimal choice of esters that can be efficiently transformed into diamides have been developed.