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Communication | Special issue | Vol 35, No. 1, 1993, pp.129-134
Published online, 1st January, 1970
DOI: 10.3987/COM-92-S45
Aqueous Diels-Alder Reactions of Electron Deficient 2-Arylfurans: A Highly Stereoselective Route to 2,2,5-Trisubstituted Tetrahydrofurans towards a Novel Class of Orally Active Azole Antifungals

Anil K. Saksena,* Viyyoor M. Girijavallabhan, Yao-Tsung Chen, Edwin Jao, Russell E. Pike, Jagdish A. Desai, Dinanath Rane, and Ashit K. Ganguly

*Schering-Plogh Research Institute, DDF 2015 Galloping Hill Road, Kenilworth, NJ 07033-0539, U.S.A.

Abstract

Aqueous Diels-Alder reactions1 of halogenated 2-arylfurans with acetylenedicarboxylates made available previously inaccessible adducts (2, 2a, 7, and 8) which were successfully elaborated in a general stereocontrolled route to the title compounds.