Total synthesis of lamellarins D, L, and N |
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Authors: | Naotaka Fujikawa Tomohiro Yamaguchi Fumito Ishibashi |
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Institution: | a Graduate School of Science and Technology, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan b Division of Marine Life Science and Biochemistry, Faculty of Fisheries, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan c Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan |
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Abstract: | Total synthesis of cytotoxic marine alkaloids, lamellarins D, L, and N, has been achieved by using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki-Miyaura coupling of the 3,4-dihydroxypyrrole bistriflate 6 as the key reactions. The total yields of lamellarins D, L, and N from the common intermediate 6 are 54, 58, and 50%, respectively. |
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Keywords: | Total synthesis Lamellarin Hinsberg reaction Suzuki-Miyaura coupling |
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