A concise synthesis of butylcycloheptylprodigiosin

被引：18

作者：

Reeves, Jonathan T. ^{[1
]}

机构：

[1] Boehringer Ingelheim Pharmaceut Inc, Dept Chem Dev, Ridgefield, CT 06877 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 10期

关键词：

D O I：

10.1021/ol070341i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and efficient total synthesis of the tripyrrole alkaloid butylcycloheptylprodigiosin is described. Key to the brevity of the approach is a two-step synthesis of macrocyclic formylpyrrole 4 from cyclononenone 6.

引用

页码：1879 / 1881

页数：3

共 29 条

[1] Synthesis and immunosuppressive activity of novel prodigiosin derivatives
D'Alessio, R
Bargiotti, A
Carlini, O
Colotta, F
Ferrari, M
Gnocchi, P
Isetta, A
Mongelli, N
Motta, P
Rossi, A
Rossi, M
Tibolla, M
Vanotti, E
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (13) : 2557 - 2565
[2] Two-step synthesis of the bipyrrole precursor of prodigiosins
Dairi, K
Tripathy, S
Attardo, G
Lavallée, JF
[J]. TETRAHEDRON LETTERS, 2006, 47 (15) : 2605 - 2606
[3] DAlessio R, 1996, SYNLETT, P513
[4] Total synthesis, molecular editing and evaluation of a tripyrrolic natural product:: The case of "Butylcycloheptylprodigiosin"
Fuerstner, Alois
Radkowski, Karin
Peters, Hartwig
Seidel, Guenter
Wirtz, Conny
Mynott, Richard
Lehmann, Christian W.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (07) : 1929 - 1945
[5] Concise and practical synthesis of latrunculin A by ring-closing enyne-yne metathesis
Fürstner, A
Turet, L
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (22) : 3462 - 3466
[6] The core structures of roseophilin and the prodigiosin alkaloids define a new class of protein tyrosine phosphatase inhibitors
Fürstner, A
Reinecke, K
Prinz, H
Waldmann, H
[J]. CHEMBIOCHEM, 2004, 5 (11) : 1575 - 1579
[7] Chemistry and biology of roseophilin and the prodigiosin alkaloids:: A survey of the last 2500 years
Fürstner, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (31) : 3582 - 3603
[8] Flexible synthesis of metacycloprodigiosin and functional derivatives thereof
Fürstner, A
Krause, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (22) : 8281 - 8286
[9] Fürstner A, 2001, CHEMBIOCHEM, V2, P60
[10] Total synthesis and structural refinement of the cyclic tripyrrole pigment nonylprodigiosin
Fürstner, A
Grabowski, J
Lehmann, CW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (22) : 8275 - 8280

← 1 2 3 →