Syntheses totales et etudes de lignanes biologiquement actifs—I : Application de la reaction d'ullmann a la synthese de biaryles precurseurs de lignanes bisbenzocyclooctadienes |
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Authors: | Eric Brown Jean-Pierre Robin Robert Dhal |
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Institution: | Laboratoire de Synthèse Organique, Faculté des Sciences, Route de Laval, BP 535, 72017 Le Mans, France |
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Abstract: | Several biaryls bearing various substituents on both rings were synthesized in a preparative fashion, and in yields up to 88% by a technical improvement on the classical Ullmann reaction. All these biaryls bear reactive functional groups (i.e. formyl, methoxycarbonyl, dimethoxycarbonylpropyl and butanolidylmethyl) in both the o and o′ positions. The biaryls 9, 13, 21 and 26–33 are plausible synthons for bisbenzocyclooctadiene lignans such as schizandrin and steganacin. |
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