Journal
SYNTHETIC COMMUNICATIONS
Volume 39, Issue 9, Pages 1549-1562Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397910802542036
Keywords
1; 7-Bis(3; 4-dihydroxyphenyl)-hepta-4; 6-dien-3-one; 1; 7-bis(4-hydroxyphenyl)-hepta-4; 6-dien-3-one; Claisen-Schmidt condensation; diarylheptanoid; in situ enamination; synthesis
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Funding
- Scientific and Technological Research Council of Turkey [TBAG-105T168)]
- Ataturk University
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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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