Synthesis 2006(18): 3031-3036  
DOI: 10.1055/s-2006-950193
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Synthesis of 2-Aryl-5-oxotetrahydrofuran-2-carboxylic Acids

Artur Jõgia, Anne Pajua, Tõnis Pehkb, Tiiu Kailasa, Aleksander-Mati Müüriseppa, Tõnis Kangera, Margus Lopp*a
a Department of Chemistry, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia
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b National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, Tallinn 12618, Estonia
Further Information

Publication History

Received 7 April 2006
Publication Date:
15 August 2006 (online)


3-Aryl-2-hydroxycyclopent-2-en-1-ones, when subjected to asymmetric oxidation, result in enantiomerically enriched 2-aryl-5-oxotetrahydrofuran-2-carboxylic acids. Electron-donating substituents in the para position of the phenyl ring increase the yield and decrease the enantioselectivity of the process.