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Short and flexible route to 3,4-diarylpyrrole marine alkaloids: syntheses of permethyl storniamide A, ningalin B, and lamellarin G trimethyl ether
Authors:Masatomo Iwao  Toshiro TakeuchiNaotaka Fujikawa  Tsutomu FukudaFumito Ishibashi
Institution:a Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan
b Division of Marine Life Science and Biochemistry, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan
Abstract:A highly efficient route to 3,4-diarylpyrrole marine alkaloids has been developed using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki cross-coupling of the 3,4-dihydroxypyrrole bis-triflate derivatives as key reactions. Based on this approach, formal syntheses of permethyl storniamide A and ningalin B, and a total synthesis of lamellarin G trimethyl ether have been achieved.
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