Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2005-03

AUTHORS

A. N. Kravchenko, A. S. Sigachev, E. Yu. Maksareva, G. A. Gazieva, N. S. Trunova, B. V. Lozhkin, T. S. Pivina, M. M. Il’in, K. A. Lyssenko, Yu. V. Nelyubina, V. A. Davankov, O. V. Lebedev, N. N. Makhova, V. A. Tartakovsky

ABSTRACT

Two general procedures were developed for the synthesis of chiral N-mono-, N, N′-di-, N, N′ N″-tri-, and N, N′, N″, N′″-tetraalkylglycolurils based on the reactions of 4,5-dihydroxy-imidazolidin-2-ones or glyoxal with one or two moles of alkylureas, respectively, by acid catalysis. The reactions of N-monoalkyl- and N, N′-dialkylureas with glyoxal proceed regioselectively. The mechanism of these reactions was suggested and partly confirmed by quantum-chemical calculations and experimental data. The enantiomeric separation of some chiral glycolurils by chiral-phase HPLC was carried out for the first time. More... »

PAGES

691-704

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-005-0307-3

DOI

http://dx.doi.org/10.1007/s11172-005-0307-3

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1032303641


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