Total synthesis of lamellarins D, L, and N

被引:110
作者
Fujikawa, N
Ohta, T
Yamaguchi, T
Fukuda, T
Ishibashi, F
Iwao, M
机构
[1] Nagasaki Univ, Fac Engn, Dept Appl Chem, Nagasaki 8528521, Japan
[2] Nagasaki Univ, Grad Sch Sci & Technol, Nagasaki 8528521, Japan
[3] Nagasaki Univ, Fac Fisheries, Div Marine Life Sci & Biochem, Nagoya, Aichi 8528521, Japan
关键词
total synthesis; lamellarin; Hinsberg reaction; Suzuki-Miyaura coupling;
D O I
10.1016/j.tet.2005.10.014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:594 / 604
页数:11
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