SYNTHESIS OF 1,2-ACENAPHTHO-3,8-DISUBSTITUTED-DERIVATIVES OF CYCLOOCTATETRAENE

被引：4

作者：

FRAY, GI

GEEN, GR

MACKENZIE, K

WILLIAMSSMITH, DL

机构：

[1] School of Chemistry, The University, Bristol

来源：

TETRAHEDRON | 1979年 / 35卷 / 09期

关键词：

D O I：

10.1016/S0040-4020(01)93741-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acecyclone and related cyclopentadienones 11 react with dimethyl tricyclo[4.2.0.02,5]deca-3,7,9-triene-7, 8-dicarboxylate 1 in refluxing xylene to afford the cyclo-octatetraenes 12, via a sequence involving [4+2]π-cycloaddition, cheletropic loss of carbon monoxide, extrusion of dimethyl phthalate by [4+2]π-cycloreversion, and finally valence isomerisation by retro-6π electrocyclisation. NMR evidence indicates that the products 12 contain rigid, bond-fixed, non-planar cyclo-octatetraene rings. © 1979.

引用

页码：1173 / 1175

页数：3

共 16 条

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