Synthesis of Two Alnustone-Like Natural Diarylheptanoids via 4 + 3 Strategy |
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| Authors: | Serdar Burmao?lu Hülya Çelik Süleyman Göksu Ahmet Mara? Ramazan Altunda? |
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| Institution: | 1. Bayburt University, Vocational College, Department of Chemistry , Bayburt, Turkey;2. Atatürk University, Faculty of Arts and Sciences, Department of Chemistry , Erzurum, Turkey |
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| Abstract: | 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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| 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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