TOTAL SYNTHESIS OF PHENANTHROVIRIDIN AGLYCON - THE 1ST NATURALLY-OCCURRING BENZO[B]PHENANTHRIDINE

被引：50

作者：

GORE, MP ^{[1
]}

GOULD, SJ ^{[1
]}

WELLER, DD ^{[1
]}

机构：

[1] OREGON STATE UNIV,DEPT CHEM,CORVALLIS,OR 97331

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 07期

关键词：

D O I：

10.1021/jo00007a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of a naturally occurring benzo[b]phenanthridine has been accomplished via coupling of a cyanophthalide and a substituted bromocinnamate and subsequent transformation of the resulting aryl naphthoquinone carboxylate via formylation, Hoffmann rearrangement, cyclization, and deprotection steps.

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页码：2289 / 2291

页数：3

相关论文

共 66 条

[1] SYNTHESIS OF THE C-GLYCOSIDE FRAGMENT OF NOGALAMYCIN AND SOME NOGALAMYCIN PRECURSORS [J].

BATES, MA ;

SAMMES, PG ;

THOMSON, GA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (11) :3037-3045

[2]

BHATT MV, 1981, TETRAHEDRON LETT, P2605

[3]

BRADE W, 1984, HELV CHIM ACTA, V72, P1649

[4]

BRITLAIN JM, 1984, J CHEM SOC P1, P32

[5]

BROWN NJP, 1978, J CHEM SOC CHEM COMM, P162

[6] NATURALLY-OCCURRING DIBENZOFURANS .5. SYNTHESIS OF MELACARPIC ACID [J].

CARVALHO, CF ;

SARGENT, MV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (07) :1613-1620

[7] ANNELATION REACTIONS OF QUINONE MONOKETALS - STUDIES DIRECTED AT AN EFFICIENT SYNTHESIS OF ANTHRACYCLINONES [J].

CHENARD, BL ;

DOLSON, MG ;

SERCEL, AD ;

SWENTON, JS .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (02) :318-325

[8] A NEW ROUTE TO ANTHRAQUINONES [J].

DODSWORTH, DJ ;

CALCAGNO, MP ;

EHRMANN, EU ;

DEVADAS, B ;

SAMMES, PG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (07) :2120-2126

[9] A NOVEL METHOXY-DIRECTED KETAL HYDROLYSIS AND ITS APPLICATION TO A CONVERGENT, REGIOSPECIFIC SYNTHESIS OF (+/-)-DAUNOMYCINONE [J].

DOLSON, MG ;

CHENARD, BL ;

SWENTON, JS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (17) :5263-5264

[10]

Fendrich G., 1989, Eur. Pat. Appl., Patent No. [EP0304400, 0304400]

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