Stereochemical Control in Reactions of Chiral Ketone with 2-Lithiated Substituted Ferrocene Derivatives

Autor:	L. L. Troitskaya, Zoya A. Starikova, Viatcheslav I. Sokolov, T. V. Demeshchik, Michel Gruselle, S. T. Ovseenko, B. Malezieux
Rok vydání:	2003
Předmět:	chemistry.chemical_classification 1h nmr spectroscopy Ketone Hydrogen Hydroxy group Diastereomer chemistry.chemical_element Ionic bonding General Medicine Medicinal chemistry chemistry.chemical_compound chemistry Organic chemistry Ferrocene derivatives
Zdroj:	ChemInform. 34
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200341181
Popis:	The formation of a new chiral center in the reactions of ketone 4-MeOC6H4CH(Et)C(O)Et with planar-chiral 2-lithio-1-methyl- and 1-chloro-2-lithioferrocenes proceeded stereoselectively to give two diastereomers in a ratio of ∼3 : 2 or a single diastereomer, respectively, out of four possible diastereomeric 4-aryl-3-ferrocenylhexan-3-ols. The replacement of the hydroxy group in the resulting compounds by hydrogen under the conditions of ionic hydrogenation was studied. The configurations of the reaction products were established by X-ray diffraction analysis and 1H NMR spectroscopy.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::dae2adbff313b8e691423d02c0b132d9 https://doi.org/10.1002/chin.200341181 Zobrazit plný text záznamu Plný text