Published January 1, 2009 | Version v1
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Synthesis of Two Alnustone-Like Natural Diarylheptanoids via 4+3 Strategy

  • 1. Bayburt Univ, Vocat Coll, Dept Chem, Bayburt, Turkey
  • 2. Ataturk Univ, Fac Arts & Sci, Dept Chem, TR-25240 Erzurum, Turkey

Description

The first total synthesis of (4E,6E)-1,7-bis(3,4-dihydroxyphenyl)-hepta-4,6-dien-3-one and an alternative synthesis of (4E,6E)-1,7-bis(4-hydroxyphenyl)-hepta-4,6-dien-3-one, two natural diarylheptanoids, mainly based on Claisen-Schmidt condensation were described. The crucial steps of the syntheses were the condensation of OH-protected 4-aryl-2-butanones with OH-protected 3-aryl-acrylaldehydes by the in situ enamination and then deprotection of OH groups to give the corresponding natural diarylheptanoids.

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