Short and flexible route to 3,4-diarylpyrrole marine alkaloids: syntheses of permethyl storniamide A, ningalin B, and lamellarin G trimethyl ether

被引：86

作者：

Iwao, M

Takeuchi, T

Fujikawa, N

Fukuda, T

Ishibashi, F

机构：

[1] Nagasaki Univ, Fac Engn, Dept Appl Chem, Nagasaki 8528521, Japan

[2] Nagasaki Univ, Div Marine Life Sci & Biochem, Nagasaki 8528521, Japan

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 24期

关键词：

D O I：

10.1016/S0040-4039(03)01031-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 oil this approach. formal syntheses of permethyl storniamide A and ningalin B, and a total synthesis of lamellarin G trimethyl ether have been achieved. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4443 / 4446

页数：4

共 2 条

[1] The application of vinylogous iminium salt derivatives to efficient formal syntheses of the marine alkaloids lamellarin G trimethyl ether and ningalin B
Gupton, John T.
Giglio, Benjamin C.
Eaton, James E.
Rieck, Elizabeth A.
Smith, Kristin L.
Keough, Matthew J.
Barelli, Peter J.
Firich, Lauren T.
Hempel, Jonathan E.
Smith, Timothy M.
Kanters, Rene P. F.
TETRAHEDRON, 2009, 65 (22) : 4283 - 4292
[2] The application of formyl group activation of bromopyrrole esters to formal syntheses of lycogarubin C, permethyl storniamide A and lamellarin G trimethyl ether
Gupton, John T.
Telang, Nakul
Patteson, Jon
Lescalleet, Kristin
Yeudall, Scott
Sobieski, John
Harrison, Andrew
Curry, Will
TETRAHEDRON, 2014, 70 (52) : 9759 - 9767

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