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Communication | Special issue | Vol 35, No. 1, 1993, pp.33-36
Published online, 1st January, 1970
DOI: 10.3987/COM-92-S2
Regioselective Synthesis of Maturone via Lewis Acid Catalyzed Deils-Alder Reaction

Mariko Aso, Akio Ojida, Guang Yang, and Ken Kanematsu*

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

Abstract

Total synthesis of maturone (1) by the regioselective Diels-Alder reaction of benzofuranquinone (7) is described. Compound (7) was easily obtained by an application of the fused furan constructing method using allenic sulfonium salt (3) and cyclic 1,3-dicarbonyl compound.