New syntheses of dalbergichromene and dalbergin from vanillin via neoflavene intermediate |
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| Authors: | Sie-Rong Li Jui-Chi Tsai Ian-Lih Tsai |
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| Affiliation: | a Institute of Pharmaceutical Sciences, Kaohsiung Medical University, Kaohsiung City 807, Taiwan
b Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung City 807, Taiwan |
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| Abstract: | In this Letter, naturally occurring dalbergichromene and dalbergin were synthesized from a common neoflavene intermediate, which was derived from vanillin. The giving neoflavene intermediate was debenzylated with AlCl3 to yield dalbergichromene in 39% total yield, and it was oxidized by DDQ, and subsequently debenzylated by Pd(OH)2/C and cyclohexene in refluxing ethanol to give dalbergin in 31% total yield. |
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| Keywords: | Neoflavene Neoflavonoid Dalbergichromene Dihydrodalbergichromene Dalbergin |
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