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Communication | Regular issue | Vol 22, No. 4, 1984, pp.709-712
Published online, 1st January, 1970
DOI: 10.3987/R-1984-04-0709
A Convenient Synthesis of a Linear Pyranoisoflavone: Syntheses of Elongatin and Its Angular Isomer

Masao Tsukayama,* Yukihisa Iguchi, Tokunaru Horie, Mitsuo Masumura, and Mitsuru Nakayama

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


Linear 4’,5-dihydroxy-2’,5’-dimethoxy-2”,2”-dimethyldihydropyrano[5”,6”-g]isoflavone, which had been prepared from 6-acetyl-5-benzyloxy-7-hydroxy-2,2-dimethylchroman via four steps, was dehydrogenated with DDQ to give elongatin. Its angular isomer was also synthesized from 6-acetyl-7-benzyloxy-5-hydroxy-2,2-dimethylchroman in a similar manner.