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Issue 11, 2006
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Reduction of activated carbonyl groups by alkyl phosphines: formation of α-hydroxy esters and ketones

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Abstract

Reduction of activated carbonyl groups such as α-keto esters, benzils, 1,2-cyclohexanedione, and α-ketophosphonates by alkyl phosphines afforded the corresponding α-hydroxy esters or ketones in good to excellent yields in THF at room temperature. The mechanism of the proton transfer and intramolecular hydrolysis has been studied on the basis of deuterium and 18O labeling experiments.

Graphical abstract: Reduction of activated carbonyl groups by alkyl phosphines: formation of α-hydroxy esters and ketones

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Publication details

The article was received on 21 Nov 2005, accepted on 19 Jan 2006 and first published on 01 Feb 2006


Article type: Communication
DOI: 10.1039/B516467B
Citation: Chem. Commun., 2006, 1218-1220
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    Reduction of activated carbonyl groups by alkyl phosphines: formation of α-hydroxy esters and ketones

    W. Zhang and M. Shi, Chem. Commun., 2006, 1218
    DOI: 10.1039/B516467B

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