Asymmetric reduction of ketones with sodium aluminum hydride modified by various chiral diols

Autor:	G. V. Chel'tsova, L. S. Gorshkova, I. V. Razmanov, V. A. Ferapontov, O. R. Malyshev, M. G. Vinogradov, O. V. Mikhalev, G. L. Heise, V. A. Pavlov
Rok vydání:	2000
Předmět:	inorganic chemicals chemistry.chemical_classification Ketone Hydride Ligand organic chemicals Aryl General Chemistry Combinatorial chemistry chemistry.chemical_compound chemistry Reagent polycyclic compounds heterocyclic compounds Stereoselectivity Enantiomer Alkyl
Zdroj:	Russian Chemical Bulletin. 49:460-465
ISSN:	1573-9171 1066-5285
DOI:	10.1007/bf02494775
Popis:	New stereoselective reducing reagents were preparedin situ by modification of NaAlH4 with various chiral diols. The efficiency of 1,4- and 1,3-diols as chiral auxiliaries in the reactions of alkyl aryl ketones with modified NaAlH4 was considerably higher than that of 1,2-diols. The effect of the nature of the achiral ligand additionally introduced into the chiral hydride reagent on the enantioselectivity of ketone reduction was studied. It was proposed that the sodium cation does not necessarily participate at the stage governing the reaction stereochemistry.
Databáze:	OpenAIRE
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