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Issue 38, 2015
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Palladium-catalyzed ring opening of norbornene: efficient synthesis of methylenecyclopentane derivatives

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Abstract

The first palladium-catalyzed ring opening of norbornene to prepare methylenecyclopentane derivatives has been established. The process, which uses readily available aryl iodides, tosylhydrazones and norbornene as starting materials, likely takes place via tandem Heck-type coupling, palladium carbene migratory insertion, C–C bond cleavage and the β-hydride elimination pathway in a single synthetic sequence.

Graphical abstract: Palladium-catalyzed ring opening of norbornene: efficient synthesis of methylenecyclopentane derivatives

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Publication details

The article was received on 17 Mar 2015, accepted on 02 Apr 2015 and first published on 02 Apr 2015


Article type: Communication
DOI: 10.1039/C5CC02246K
Chem. Commun., 2015,51, 8031-8033

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    Palladium-catalyzed ring opening of norbornene: efficient synthesis of methylenecyclopentane derivatives

    X. Wu, Y. Shen, W. Chen, S. Chen, X. Hao, Y. Xia, P. Xu and Y. Liang, Chem. Commun., 2015, 51, 8031
    DOI: 10.1039/C5CC02246K

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