Synthesis of dl-Matairesinol Dimethyl Ether, Dehydrodimethylconidendrin and Dehydrodimethylretrodendrin from Ferulic Acid

Yoko TAKEI; Kenji MORI; Masanao MATSUI

doi:10.1271/bbb1961.37.637

Agricultural and Biological Chemistry

Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369

Synthesis of dl-Matairesinol Dimethyl Ether, Dehydrodimethylconidendrin and Dehydrodimethylretrodendrin from Ferulic Acid

Yoko TAKEI, Kenji MORI, Masanao MATSUI

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JOURNAL FREE ACCESS

1973 Volume 37 Issue 3 Pages 637-641

DOI https://doi.org/10.1271/bbb1961.37.637

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Abstract

Dehydrodiferulic acid (II), a dimeric lactone obtainable from ferulic acid (I) by oxidative coupling, was converted into two types of lignans. Hydrogenolysis of II coupled with three subsequent operations gave dl-matairesinol dimethyl ether (IIIb). Acid-catalyzed cyclization of II followed by seven steps afforded dehydrodimethylconidendrin (X) and dehydrodimethylretrodendrin (XI).

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