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Communication | Regular issue | Vol 12, No. 12, 1979, pp.1539-1542
Published online, 1st January, 1970
DOI: 10.3987/R-1979-12-1539
■ The Structure of Lisetin: The Synthesis of Isolisetin Dimethyl Ether

Masao Tsukayama,* Tokunaru Horie, Mitsuo Masumura, Mitsuru Nakayama, and Shûichi Hayashi

*Department of Chemical Science and Technology, Faculty of Engineering, University of Tokushima, Minamijosanjima-cho, Tokushima 770-8506, Japan

Abstract

Isolisetin dimethyl ether (3) was prepared by oxidative cyclization of the isoflavone derivative (7) derived from 2-hydroxy-4,6-dimethoxyacetophenone and 5-benzyloxy-6-formyl-8-methoxy-2,2-dimethylchroman via three steps. The compound (3) was also obtained by the same reaction of 2’,4’-dihydroxy-5,7,5’-trimethoxy-3’-(3-methyl-2-butenyl)isoflavone (12), followed by cyclization of the resultant compound (13) Lisetin (1) was synthesized by way of piscerythrone (2) and converted into isolisetin dimethyl ether (3) in succession.