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

✍ Scribed by Dorota Gryko; Daniel T. Gryko; Hanna Sierzputowska-Gracz; Piotr Pia̧tek; Janusz Jurczak

Publisher: John Wiley and Sons
Year: 2004
Tongue: German
Weight: 127 KB
Volume: 87
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200490004

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✦ Synopsis

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.

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