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Synthesis and Characterisation of Macrocyclic Diamino Chiral Crown Ethers

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.

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