A. N. Kravchenko, K. Yu. Chegaev, I. E. Chikunov, P. A. Belyakov, E. Yu. Maksareva, K. A. Lyssenko, O. V. Lebedev, N. N. Makhova, “Highly diastereoselective synthesis of 2-monosubstituted 1R,5S(1S,5R)-glycoluriles on the basis of S- and R-N-carbamoyl-α-amino acids”, Mendeleev Commun., 2003, Volume 13, Issue 6,Pages 269

This article is cited in 15 papers

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

A. N. Kravchenko^a, K. Yu. Chegaev^a, I. E. Chikunov^a, P. A. Belyakov^a, E. Yu. Maksareva^a, K. A. Lyssenko^b, O. V. Lebedev^a, N. N. Makhova^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

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.

Language: English

DOI: 10.1070/MC2003v013n06ABEH001802