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

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 1 R ,5 S (1 S ,5 R )-glycoluriles as predominant diastereomers; the absolute configuration is determined for three stereoisomers by X-ray...

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Veröffentlicht in:Mendeleev communications 2003, Vol.13 (6), p.269-271
Hauptverfasser: Kravchenko, Angelina N, Chegaev, Konstantin Yu, Belyakov, Pavel A, Maksareva, Elena Yu, Lyssenko, Konstantin A, Lebedev, Oleg V, Makhova, Nina N
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Sprache:eng
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Zusammenfassung: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 1 R ,5 S (1 S ,5 R )-glycoluriles as predominant diastereomers; the absolute configuration is determined for three stereoisomers by X-ray diffraction analysis.
ISSN:0959-9436
1364-557X
DOI:10.1070/MC2003v013n06ABEH001802