17754-76-6Relevant articles and documents
Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils
Kravchenko,Sigachev,Maksareva,Gazieva,Trunova,Lozhkin,Pivina,Il'in,Lyssenko,Nelyubina,Davankov,Lebedev,Makhova,Tartakovsky
, p. 691 - 704 (2005)
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.
