Diastereoselective synthesis of 4,5-dihydroxyimidazolidin-2-ones (-thiones) and their structure

Diastereoselective synthesis of 4,5-dihydroxyimidazolidin-2-ones (-thiones) and their structure Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2012, Volume: 61, Number: 1, Pages: 64-73 Pages count : 10 DOI: 10.1007/s11172-012-0010-0

Authors

Kravchenko A.N. ¹ , Baranov V.V. ¹ , Nelyubina Yu.V. ² , Gazieva G.A. ¹ , Svitan’ko I.V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

Studies on the synthesis of 4,5-dihydroxyimidazolidin-2-ones (-thiones) based on the condensation of ureas or thioureas with glyoxal or 1,2-dioxo-1,2-diphenylethane showed high diastereoselectivity in the formation of racemates (trans-diastereomers) of 4,5-dihydroxyimidazolidin-2-ones (-thiones) and meso-forms (cis-diastereomers) of 4,5-dihydroxy-4,5-diphenyl-1,3-dialkylimidazolidine-2-thiones; plausible mechanisms of their formation were suggested. X-ray diffraction studies confirmed structures of diastereomers for separate examples of racemates and meso-forms of 4,5-dihydroxyimidazolidin-2-ones (-thiones).

Kravchenko A.N. , Baranov V.V. , Nelyubina Y.V. , Gazieva G.A. , Svitan’ko I.V.
Diastereoselective synthesis of 4,5-dihydroxyimidazolidin-2-ones (-thiones) and their structure
Russian Chemical Bulletin. 2012. V.61. N1. P.64-73. DOI: 10.1007/s11172-012-0010-0 WOS Scopus OpenAlex

Web of science:	WOS:000310470000010
Scopus:	2-s2.0-84868375317
OpenAlex:	W1999095919

DB	Citing
OpenAlex	20
Scopus	17
Web of science	17