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Synthesis and Characterisation of Macrocyclic Diamino Chiral Crown Ethers

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Author(s): Waldo H. Correa | Janet L. Scott

Journal: Molecules
ISSN 1420-3049

Volume: 9;
Issue: 6;
Start page: 513;
Date: 2004;
Original page

Keywords: Chiral diamino macrocycles | ether linked dialdehydes

ABSTRACT
A benign and efficient synthesis of chiral macrocyclic ‘aza-crown’ ethers of varying ring size is reported. The synthesis involves a Schiff base condensation of ether linked dialdehydes of varying chain length and (1R,2R)-(–)-1,2-diaminocyclohexane under mild conditions to yield the macrocycles, which are subsequently reduced to yield the diamino analogues.