Evaluation of Ligands for Ketone Reduction by Asymmetric Hydride Transfer in Water by Multi‐Substrate Screening

Autor:	Jacqueline Collin, Saoussen Zeror, Louisa Aribi Zouioueche, Jean-Claude Fiaud
Rok vydání:	2008
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Ketone Ligand Chemistry Hydride Amide Enantioselective synthesis Organic chemistry Substrate (chemistry) General Chemistry Enantiomer Derivative (chemistry)
Zdroj:	Advanced Synthesis & Catalysis. 350:197-204
ISSN:	1615-4169 1615-4150
DOI:	10.1002/adsc.200700272
Popis:	Various ligands for the ruthenium-catalyzed enantioselective reduction of ketones in water have been investigated. Multi-substrate reactions have been carried out for the comparison of various proline amides and aminoalcohol ligands. Two sets of six aromatic ketones have been selected in order to evaluate the enantiomeric excesses of all the resulting alcohols by a single chromatographic analysis. The proline amide derivative prepared from (1R,2S)-cis-aminoindanol revealed as the best ligand for most of the ketones used in the multi-substrate reductions. This ligand has been employed for the enantioselective reduction of a variety of other aromatic ketones and in all cases the enantiomeric excesses were improved compared to those obtained with phenylprolineamide used in our previous work.
Databáze:	OpenAIRE
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