Transition metal complexes in organic synthesis, part 71:: First total synthesis of furoclausine-A

被引：26

作者：

Knölker, HJ ^{[1
]}

Krahl, MP ^{[1
]}

机构：

[1] Tech Univ Dresden, Inst Organ Chem, D-01069 Dresden, Germany

来源：

SYNLETT | 2004年 / 03期

关键词：

alkaloids; cyclizations; furans; iron; oxidations;

D O I：

10.1055/s-2004-815417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of the furo[3,2-a]carbazole alkaloid furoclausine-A is described using an iron-mediated construction of the carbazole framework and an acid-catalyzed annulation of the furan ring as key steps.

引用

页码：528 / 530

页数：3

共 20 条

[1]

[Anonymous], TRANSITION METALS OR

[2] A new synthesis of furostifoline [J].

Beccalli, EM ;

Clerici, F ;

Marchesini, A .

TETRAHEDRON, 1998, 54 (38) :11675-11682

[3] CHEMISTRY OF CO-ORDINATED LIGANDS .2. IRON TRICARBONYL COMPLEXES OF SOME CYCLOHEXADIENES [J].

BIRCH, AJ ;

CROSS, PE ;

LEWIS, J ;

WHITE, DA ;

WILD, SB .

JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1968, (02) :332-&

[4]

Chakraborty D.P., 1993, The Alkaloids, V44, P257

[5]

CHAKRABORTY DP, 2003, PROG CHEM ORG NAT PR, V85

[6] Novel syntheses of murrayaquinone A and furostifoline through 4-oxygenated carbazoles by allene-mediated electrocyclic reactions starting from 2-chloroindole-3-carbaldehyde [J].

Hagiwara, H ;

Choshi, T ;

Nobuhiro, J ;

Fujimoto, H ;

Hibino, S .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (07) :881-886

[7]

Hagiwara H, 1998, CHEM PHARM BULL, V46, P1948, DOI 10.1248/cpb.46.1948

[8]

ITO C, 1990, CHEM PHARM BULL, V38, P1548, DOI 10.1248/cpb.38.1548

[9] Heterocyclic analogues of carbazole alkaloids [J].

Kirsch, GH .

CURRENT ORGANIC CHEMISTRY, 2001, 5 (05) :507-518

[10] Transition metal complexes in organic synthesis .35. First total synthesis of furostifoline [J].

Knolker, HJ ;

Frohner, W .

TETRAHEDRON LETTERS, 1996, 37 (51) :9183-9186

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