Synthesis of two alnustone-like natural diarylheptanoids via 4+3 strategy

Burmaoglu S., CELIK H., GÖKSU S., MARAŞ A., Altundas R., SEÇEN H.

Synthetic Communications, cilt.39, sa.9, ss.1549-1562, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 39 Sayı: 9
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1080/00397910802542036
  • Dergi Adı: Synthetic Communications
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1549-1562
  • Atatürk Üniversitesi Adresli: Evet

Özet

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.