Home / Articles / Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids

Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids

Angelina Nikolaevna Kravchenko 1
Angelina Nikolaevna Kravchenko
, 
Konstantin Yur'evich Chegaev 1
Konstantin Yur'evich Chegaev
, 
Il'ya Evgen'evich Chikunov 1
Il'ya Evgen'evich Chikunov
, 
Pavel Alekseevich Belyakov 1
Pavel Alekseevich Belyakov
, 
Elena Yulianovna Maksareva 1
Elena Yulianovna Maksareva
, 
Konstantin Alexandrovich Lyssenko 2
Konstantin Alexandrovich Lyssenko
, 
Oleg Vasilevich Lebedev 1
Oleg Vasilevich Lebedev
, 
Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
10.1070/MC2003v013n06ABEH001802
Published 26 December 2003 , received 22 May 2003
Communication , Volume 13, Issue 6, 269-271
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Kravchenko A. N. et al. Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids // Mendeleev Communications. 2003. Vol. 13. No. 6. pp. 269-271.
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Kravchenko A. N., Chegaev K. Y., Chikunov I. E., Belyakov P. A., Maksareva E. Y., Lyssenko K. A., Lebedev O. V., Makhova N. N. Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids // Mendeleev Communications. 2003. Vol. 13. No. 6. pp. 269-271.
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TY - JOUR
DO - 10.1070/MC2003v013n06ABEH001802
UR - https://mendcomm.colab.ws/publications/10.1070/MC2003v013n06ABEH001802
TI - Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids
T2 - Mendeleev Communications
AU - Kravchenko, Angelina Nikolaevna
AU - Chegaev, Konstantin Yur'evich
AU - Chikunov, Il'ya Evgen'evich
AU - Belyakov, Pavel Alekseevich
AU - Maksareva, Elena Yulianovna
AU - Lyssenko, Konstantin Alexandrovich
AU - Lebedev, Oleg Vasilevich
AU - Makhova, Nina Nikolaevna
PY - 2003
DA - 2003/12/26
PB - Mendeleev Communications
SP - 269-271
IS - 6
VL - 13
ER -
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@article{2003_Kravchenko,
author = {Angelina Nikolaevna Kravchenko and Konstantin Yur'evich Chegaev and Il'ya Evgen'evich Chikunov and Pavel Alekseevich Belyakov and Elena Yulianovna Maksareva and Konstantin Alexandrovich Lyssenko and Oleg Vasilevich Lebedev and Nina Nikolaevna Makhova},
title = {Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids},
journal = {Mendeleev Communications},
year = {2003},
volume = {13},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2003v013n06ABEH001802},
number = {6},
pages = {269--271},
doi = {10.1070/MC2003v013n06ABEH001802}
}
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Kravchenko, Angelina Nikolaevna, et al. “Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids.” Mendeleev Communications, vol. 13, no. 6, Dec. 2003, pp. 269-271. https://mendcomm.colab.ws/publications/10.1070/MC2003v013n06ABEH001802.
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Abstract

The reactions of 4,5-dihydroxyimidazolidin-2-one with chiral S- and R-N-carbamoyl-α-amino acids occur diastereoselectively with the formation of corresponding 1R,5S(1S,5R)-glycoluriles as predominant diastereomers; the absolute configuration is determined for three stereoisomers by X-ray diffraction analysis.

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