Efficient Synthesis of the Structural Core of Tetracyclines by a Palladium??Catalyzed Domino Tsuji–Trost–Heck–Mizoroki Reaction

…, T Redert, HP Bell, S Hellkamp…

Index: Tietze, Lutz F.; Redert, Thomas; Bell, Hubertus P.; Hellkamp, Sascha; Levy, Laura M. Chemistry - A European Journal, 2008 , vol. 14, # 8 p. 2527 - 2535

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Citation Number: 16

Abstract

Abstract The Pd-catalyzed domino Tsuji–Trost–Heck–Mizoroki reactions of compounds 18, 27, and 34, respectively, each containing an allyl acetate and a halogen aryl moiety, lead to the formation of hexahydronaphthacenes 2 and 3 and octahydroanthracene 4 in 62–81% yield. The octahydroanthracene and hexahydronaphthacene motifs are found in many natural products, for example, the tetracycline antibiotics.