Convenient, rapid and highly regioselective cycloisomerisation of 4,4-disubstituted hepta-1,6-dienes employing neutral palladium chloride pro-catalysts

被引：24

作者：

Bray, KL ^{[1
]}

Fairlamb, IJS ^{[1
]}

Kaiser, JP ^{[1
]}

Lloyd-Jones, GC ^{[1
]}

Slatford, PA ^{[1
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol Ctr Organomet Catalysis, Bristol BS8 1TS, Avon, England

来源：

TOPICS IN CATALYSIS | 2002年 / 19卷 / 01期

关键词：

palladium; cycloisomerisation; dienes; regioselectivity; kinetics; atom economy;

D O I：

10.1023/A:1013881232382

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Optimum conditions for the cycloisomerisation of dimethyldiallylmalonate by complexes of the form [L2PdCl2] (L=RCN or DMSO) were found to be [(t-BuCN)(2)PdCl2] in 1,2-dichloroethane at 40degreesC. These conditions also allow the highly regioselective cycloisomerisation of a range of 4-substituted hepta-1,6-dienes to the corresponding 1-substituted 3,4-dimethylcyclopent-2-enes in good yield. However, substituents at the 4 position that are strongly coordinating inhibit the reaction.

引用

页码：49 / 59

页数：11

共 31 条

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