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Communication | Regular issue | Vol 32, No. 8, 1991, pp.1483-1486
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5794
Total Synthesis of Euryfuran via Two Sequential Furan Ring Transfer Reaction

Ken Kanematsu* and Seizo Soejima

*Institute of Sythetic Organic Chemistry,Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan


Total synthesis of the marine natural product euryfuran (4) via two sequential furan ring transfer reaction is presented. Key elements of the reaction pathway include as follows: 1) the preparation of propargyl ethers (5c), (10b), and (17c), and its transformation to allylic alcohols (6), (11) and (18), 2) introduction of the angular alkyl group via [3,3] sigmatropic rearrangement.