Total Synthesis of a Demethoxy-egonol from Styrax obassia

  • Choi, Hong-Dae (Department of Chemistry, Dongeui University) ;
  • Ha, Mun-Choun (Department of Chemistry, Dongeui University) ;
  • Seo, Pil-Ja (Department of Chemistry, Dongeui University) ;
  • Son, Byeng-Wha (Department of Chemistry, Pukyong National University) ;
  • Song, Jin-Cherl (Department of Polymer Science and Engineering, Pusan National University)
  • Published : 2000.10.01

Abstract

The total synthesis of a demethoxy-egonol isolated from Styrax obassia, 5-(3-hydroxypropyl)-2-(3',4'-methylenedioxyphenyl)benzofuran (9), is described. The key steps involve the construction of a 2-arylbenzofuran skeleton 7 from methyl 3-(4-hydroxyphenyl)propionate with 2-chloro-2-methylthio-(3',4'-methylenedioxy) acetophenone (6) in the presence of ZnCl$_2$ and successive desulfurization of the resulting product 7.

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