Tetrahedron letters

New syntheses of dalbergichromene and dalbergin from vanillin via neoflavene intermediate

SR Li, LY Chen, JC Tsai, JY Tzeng, IL Tsai, EC Wang

文献索引：Li, Sie-Rong; Chen, Liang-Yeu; Tsai, Jui-Chi; Tzeng, Jing-Yu; Tsai, Ian-Lih; Wang, Eng-Chi Tetrahedron Letters, 2007 , vol. 48, # 12 p. 2139 - 2141

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被引用次数: 14

摘要

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.