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Synfacts 2009(5): 0552-0552  
DOI: 10.1055/s-0028-1088186
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Regioselective Hydration of Alkynoates: A Facile Synthesis of γ-Keto Esters

Contributor(s): Paul Knochel, Andreas J. Wagner
B. Xu, W. Wang, G. B. Hammond*
University of Louisville, USA
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Publication History

Publication Date:
22 April 2009 (online)

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Significance

The authors demonstrate here an efficient synthesis of γ-keto esters via an intramolecular reaction of alkynecarboxylic acid esters in the presence of catalytic amounts of sodium tetrachloroaurate(III) hydrate. The reaction proceeds at room temperature, is very atom-economical and applicable to a wide range of substrates. The products are generally obtained in good to very good yields.