71765-80-5Relevant articles and documents
Synthesis of purpurasol, a highly oxygenated coumarin from Pterocaulon purpurascens
Maes, Dominick,Syngel, Kris Van,Debenedetti, Silvia,De Kimpe, Norbert
, p. 4426 - 4429 (2006)
Purpurasol 1, a 6,7,8-trioxygenated coumarin, isolated from Pterocaulon purpurascens (Asteraceae) and Haplophyllum obtusifolium (Rutaceae), was synthesized for the first time by a three-step synthesis starting from the natural coumarin fraxetin. This synthesis confirmed unambiguously the structure of purpurasol 1 and obtusifol.
Total syntheses of the coumarin-containing natural products pimpinellin and fraxetin using Au(I)-catalyzed intramolecular hydroarylation (IMHA) chemistry
Cervi, Aymeric,Aillard, Paul,Hazeri, Nourallah,Petit, Laurent,Chai, Christina L. L.,Willis, Anthony C.,Banwell, Martin G.
, p. 9876 - 9882 (2013/10/22)
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.