Tetrahedron

Synthesis of macrocyclic polyhydroxy tetralactams derived from L-tartaric acid and β-hydroxyglutaric acid

N Arnaud, C Picard, L Cazaux, P Tisnès

Index: Arnaud, Nathalie; Picard, Claude; Cazaux, Louis; Tisnes, Pierre Tetrahedron, 1997 , vol. 53, # 40 p. 13757 - 13768

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Citation Number: 24

Abstract

The synthesis of new 16-, 18-, 19-or 20-membered secondary tetralactams with L-tartaric acid or β-hydroxyglutaric acid moieties is investigated. The stepwise synthesis with an intermediate diamide diamine provides overall good yields (30–55%) compared with other processes using an intermediate diamide diacid or direct macrocyclization. This synthetic pathway leads to symmetrical or unsymmetrical polyhydroxytetralactams with variable ...

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