CYCLOCARBONYLATION OF 1,1,3-TRISUBSTITUTED 1,3-DIENES VIA THEIR TRICARBONYL IRON COMPLEXES - SYNTHESIS OF CYCLOCONDENSED AND (OR) SPIROCYCLIC (OPTICALLY-ACTIVE) CYCLOPENTENE-2-ONES

被引：18

作者：

FRANCKNEUMANN, M

VERNIER, JM

机构：

[1] Laboratoire de Chimie Organique Synthétique, associé au CNRS, Institut de Chimie, 67000 Strasbourg, 1, rue Blaise Pascal

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 48期

关键词：

TRICARBONYL IRON 1,3-DIENE COMPLEXES; SPIROCYCLIC; CYCLOCONDENSED AND OPTICALLY ACTIVE 2-CYCLOPENTENONES; CARBONYLATION; (R)-(+)-PULEGONE; ALUMINUM HALIDES;

D O I：

10.1016/S0040-4039(00)60189-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tricarbonyl iron complexes of 1,1,3 and 1,1,2,3-substituted 1,3-dienes are decomplexed under mild conditions by aluminium halides to conjugated cyclopentenones. This is illustrated for the cyclic substitution patterns A and C, leading to spirocyclic and cyclocondensed cyclopentenones. Optically active compounds are obtained in high optical purity from complexed optically active ligands, the cyclocarbonylation reaction being stereospecific.

引用

页码：7365 / 7368

页数：4

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