Synthetic Communications p. 1549 - 1562 (2009)
Update date:2022-07-30
Topics: Purification and characterization Functional group manipulation Synthesis of the 4-carbon fragment (A) Synthesis of the 3-carbon fragment (B) Formation of the seven-membered ring
Burmaoglu, Serdar
Celik, Huelya
Goeiksu, Sueleyman
Maras, Ahmet
Altundas, Ramazan
Secen, Hasan
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. Copyright Taylor & Francis Group, LLC.
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