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Communication | Regular issue | Vol 23, No. 11, 1985, pp.2797-2802
Published online, 1st January, 1970
DOI: 10.3987/R-1985-11-2797
Stereoselective Synthesis and Thermal Behavior of (Z)-Epoxyhexenynes: A Sinple and General Route to 2-Vinylfurans

Wolfgang Eberbach* and Joachim Roser

*Institut für Organische Chemie und Biochemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, D-7800, Germany


An efficient approach for the synthesis of 2,3-disubstituted furans (2a-j/3a-j) is described by using the thermally induced rearrangement of epoxyhexenynes (1a-j) which are prepared by stereoselective synthesis of the (Z)-pentenynals 10 and subsequent Darzens reaction.