Sur le role fondamental du cation alcalin dans les reductions par les hydrures metalliques. Utilisation de coordinats macrocycliques—III : Etude de divers groupements fonctionnels reduits par LiAlH4 |
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Authors: | JL Pierre H Handel R Perraud |
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Institution: | Laboratoire de Chimie Organique, Université Scientifique et Médicale, BP 53, 38041 Grenoble-Cedex, France |
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Abstract: | The reactions of the following functional groups with LiAlH4 in Et2O or DME were studied: ketone, aldehyde, carboxylic acid, amide, ester, nitrile, oxime, tosylate, epoxide, acyl chloride and alkyl bromide. All these reductions are catalysed by Li+, as shown by the use of a specific macrocyclic ligand allowing the reaction to be run free of Li+. Moreover, in the cases of acyl chloride and alkyl bromide the reaction (free of Li+) is catalysed by AlX3 which is generated in situ. Several new mechanistic features are revealed for reductions by LiAlH4. |
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