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Total synthesis of rhein and diacerhein via a directed ortho metalation of an aromatic substrate
Authors:Vanessa Gonnot  Marc Nicolas  Charles Mioskowski
Institution:a Faculté de Pharmacie, Université Louis Pasteur, Laboratoire de Synthèse Bio-Organique, 74 route du Rhin 67401 Illkirch, France
b Laboratoires Pierre Fabre (Plantes et Industrie), 16 rue Jean Rostand, 81600 Gaillac, France
Abstract:An efficient total synthesis of rhein and diacerhein has been accomplished by relying on a remarkable regioselective directed ortho metalation (DOM) followed by a one-pot two step addition-cyclization reaction, generating phthalide 5 intermediate efficiently.
Keywords:Directed ortho metalation  Anthraquinone  Rhein  Diacerhein
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