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|Title:||Total syntheses of the coumarin-containing natural products pimpinellin and fraxetin using Au(I)-catalyzed intramolecular hydroarylation (IMHA) chemistry|
|Citation:||Cervi, A., Aillard, P., Hazeri, N., Petit, L., Chai, C.L.L., Willis, A.C., Banwell, M.G. (2013-10-04). Total syntheses of the coumarin-containing natural products pimpinellin and fraxetin using Au(I)-catalyzed intramolecular hydroarylation (IMHA) chemistry. Journal of Organic Chemistry 78 (19) : 9876-9882. ScholarBank@NUS Repository. https://doi.org/10.1021/jo401583q|
|Abstract:||The title natural products (1 and 2, respectively) have been synthesized by Au(I)-catalyzed intramolecular hydroarylation (IMHA) of the relevant aryl propiolate esters (e.g., 13), which were themselves formed by reaction of the corresponding phenols with either 3-(trimethylsilyl)propiolic acid or propiolic acid and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride or dicyclohexylcarbodiimide. (±)-Purpurasol (3) was readily derived from fraxetin (2) by established procedures. © 2013 American Chemical Society.|
|Source Title:||Journal of Organic Chemistry|
|Appears in Collections:||Staff Publications|
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