volume 54 issue 3 pages 691-704

Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils

A S Sigachev 1
E Yu Maksareva 1
G A Gazieva 1
N S Trunova 1
B V Lozhkin 1
T. S. Pivina 1
M. M. Il’in 2
V. A. Davankov 2
O V Lebedev 1
N N Makhova 1
V.A. Tartakovsky 1
Publication typeJournal Article
Publication date2005-03-01
scimago Q3
SJR0.305
CiteScore2.8
Impact factor
ISSN10665285, 15739171
General Chemistry
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.
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GOST Copy
Kravchenko A. N. et al. Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils // Russian Chemical Bulletin. 2005. Vol. 54. No. 3. pp. 691-704.
GOST all authors (up to 50) Copy
Kravchenko A. N., Sigachev A. S., Maksareva E. Yu., Gazieva G. A., Trunova N. S., Lozhkin B. V., Pivina T. S., Il’in M. M., Lyssenko K., Nelyubina Yu. V., Davankov V. A., Lebedev O. V., Makhova N. N., Tartakovsky V. Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils // Russian Chemical Bulletin. 2005. Vol. 54. No. 3. pp. 691-704.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1007/s11172-005-0307-3
UR - http://link.springer.com/10.1007/s11172-005-0307-3
TI - Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils
T2 - Russian Chemical Bulletin
AU - Kravchenko, A N
AU - Sigachev, A S
AU - Maksareva, E Yu
AU - Gazieva, G A
AU - Trunova, N S
AU - Lozhkin, B V
AU - Pivina, T. S.
AU - Il’in, M. M.
AU - Lyssenko, K.A.
AU - Nelyubina, Yu V
AU - Davankov, V. A.
AU - Lebedev, O V
AU - Makhova, N N
AU - Tartakovsky, V.A.
PY - 2005
DA - 2005/03/01
PB - Springer Nature
SP - 691-704
IS - 3
VL - 54
SN - 1066-5285
SN - 1573-9171
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2005_Kravchenko,
author = {A N Kravchenko and A S Sigachev and E Yu Maksareva and G A Gazieva and N S Trunova and B V Lozhkin and T. S. Pivina and M. M. Il’in and K.A. Lyssenko and Yu V Nelyubina and V. A. Davankov and O V Lebedev and N N Makhova and V.A. Tartakovsky},
title = {Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils},
journal = {Russian Chemical Bulletin},
year = {2005},
volume = {54},
publisher = {Springer Nature},
month = {mar},
url = {http://link.springer.com/10.1007/s11172-005-0307-3},
number = {3},
pages = {691--704},
doi = {10.1007/s11172-005-0307-3}
}
MLA
Cite this
MLA Copy
Kravchenko, A. N., et al. “Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils.” Russian Chemical Bulletin, vol. 54, no. 3, Mar. 2005, pp. 691-704. http://link.springer.com/10.1007/s11172-005-0307-3.