Abstract
Chiral azacrown ethers were obtained by the condensation of (4S,5S)-4,5-ditosyl-oxymethyl-2,2-dimethyl-1,3-dioxolane with 6-benzyl-3,9-dioxa-6-azaundecane-1,11-diol. Their debenzylation and deacetalization were realized. The enantiomeric selectivity in the complex formation between the obtained crown ethers and the hydrochlorides of L- and D-valine methyl esters was determined by a potentiometric method. The chiral azacrown ethers exhibit higher enantioselectivity than their oxygen analogs.
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See [1] for Communication 33.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 687–691, May, 1988.
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Luk'yanenko, N.G., Lobach, A.V., Nazarova, N.Y. et al. Macroheterocycles. 34. Synthesis and enantiomeric selectivity of chiral azacrown. Chem Heterocycl Compd 24, 562–566 (1988). https://doi.org/10.1007/BF00755700
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DOI: https://doi.org/10.1007/BF00755700