TRANSITION-METAL MEDIATED SYNTHESIS OF SOME PRENYLATED PHYTOALEXINS OF MORUS-ALBA LINN

被引：23

作者：

MANN, IS

WIDDOWSON, DA

CLOUGH, JM

机构：

[1] UNIV LONDON IMPERIAL COLL SCI & TECHNOL,DEPT CHEM,LONDON SW7 2AY,ENGLAND

[2] ICI AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND

来源：

TETRAHEDRON | 1991年 / 47卷 / 37期

关键词：

PHYTOALEXIN SYNTHESIS; ARENETRICARBONYLCHROMIUM(0) COMPLEXES; DIRECTED LITHIATION; PALLADIUM CATALYZED CROSS COUPLING;

D O I：

10.1016/S0040-4020(01)81952-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Directed functionalisation of resorcinol and benzofuran rings was achieved by activation with a coordinated tricarbonylchromium(0) unit and vicinal or remote lithiation directed by methoxy or t-butyldiphenylsilyloxy groups respectively. The process was applied either before [to the geranylbenzofuran (16) for mulberrofuran B (5)] or after [for moracin C (2)] palladium catalysed coupling of the 2-stannylated benzofuran and the 5-iodinated resorcinol moieties. In addition moracin I (4) was synthesised by a Stille coupling of the stannylated benzofuran (6) with the phloroglucinol triflate (14). Application to the synthesis of albafuran A (3) gave, unexpectedly, the 3-geranylbenzofuran (11).

引用

页码：7991 / 8000

页数：10

共 21 条

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