PALLADIUM-CATALYZED COUPLING OF 2-BROMONAPHTHOQUINONES WITH STANNANES - A CONCISE SYNTHESIS OF ANTIBIOTICS WS-5995-A AND WS-5995-C AND RELATED-COMPOUNDS

被引：63

作者：

TAMAYO, N ^{[1
]}

ECHAVARREN, AM ^{[1
]}

PAREDES, MC ^{[1
]}

机构：

[1] CSIC,INST QUIM ORGAN,JUAN CIERVA 3,E-28006 MADRID,SPAIN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 23期

关键词：

D O I：

10.1021/jo00023a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syntheses of antibiotics WS 5995 A and C and a hypothetical intermediate in the biosynthesis of the kinamycin antibiotics have been completed by using as the key step the palladium-catalyzed coupling of 2-bromo-1,4-naphthoquinones with stannanes.

引用

页码：6488 / 6491

页数：4

共 43 条

[1] SEQUENTIAL DIRECTED ORTHO METALATION BORONIC ACID CROSS-COUPLING REACTIONS - A GENERAL REGIOSPECIFIC ROUTE TO OXYGENATED DIBENZO[B,D]PYRAN-6-ONES RELATED TO ELLAGIC ACID [J].

ALO, BI ;

KANDIL, A ;

PATIL, PA ;

SHARP, MJ ;

SIDDIQUI, MA ;

SNIECKUS, V ;

JOSEPHY, PD .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3763-3768

[2] SYNTHESIS OF CARBAZOLE ALKALOIDS [J].

BERGMAN, J ;

PELCMAN, B .

PURE AND APPLIED CHEMISTRY, 1990, 62 (10) :1967-1976

[3]

BITTNER S, 1991, SYNTHESIS-STUTTGART, P215

[4] NEW PRODUCTS RELATED TO KINAMYCIN FROM STREPTOMYCES-MURAYAMAENSIS .1. TAXONOMY, PRODUCTION, ISOLATION AND BIOLOGICAL PROPERTIES [J].

CONE, MC ;

SEATON, PJ ;

HALLEY, KA ;

GOULD, SJ .

JOURNAL OF ANTIBIOTICS, 1989, 42 (02) :179-188

[5] THE USE OF HETEROCYCLIC CHEMISTRY IN THE SYNTHESIS OF NATURAL AND UNNATURAL PRODUCTS [J].

CONFALONE, PN .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (01) :31-46

[6] PALLADIUM-CATALYZED COUPLING OF ALLYLIC ACETATES WITH ARYLSTANNANES AND VINYLSTANNANES [J].

DELVALLE, L ;

STILLE, JK ;

HEGEDUS, LS .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :3019-3023

[7] N-CYANOINDOLES AND N-CYANOINDOLE-4,7-DIONES - CONSTRUCTION OF A BC RING SYNTHON FOR THE KINAMYCINS [J].

DMITRIENKO, GI ;

NIELSEN, KE ;

STEINGART, C ;

MING, NS ;

WILLSON, JM ;

WEERATUNGA, G .

TETRAHEDRON LETTERS, 1990, 31 (26) :3681-3684

[8]

FENDRICH G, 1987, Patent No. 319620

[9]

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

[10] SYNTHESIS OF ISOASCIDIDEMIN, A REGIOISOMER OF THE MARINE ALKALOID ASCIDIDEMIN [J].

GOMEZBENGOA, E ;

ECHAVARREN, AM .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (11) :3497-3501

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