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Synfacts 2005(1): 0135-0135  
DOI: 10.1055/s-2005-916018
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Couplings of Ketenes with Aldehydes to Generate Enol Esters

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
C. Schaefer, G. C. Fu*
Massachusetts Institute of Technology, USA
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Publication History

Publication Date:
21 September 2005 (online)

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Significance

The highly enantioselective preparation of α-arylalkanoic acids precursors is described. These compounds are of interest due to biological activity and commercial importance. The products were shown to be easily converted into synthetically useful α-chiral-carboxylic acids or -alcohols via LiOH/H2O2 and NaBH4, respectively.