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Issue 26, 2017
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A coherent study on the Z-enoate assisted Meyer–Schuster rearrangement

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Abstract

A systematic study has been performed on the Z-enoate assisted Meyer–Schuster rearrangement of propargylic alcohols. The impact of various factors such as temperature, solvent, concentration of a counter ion of an acid, and the nature of the arene nucleophile was studied. The relative nucleophilicity of various arenes estimated in this study is in good agreement with that of Herbert Mayr's nucleophilicity scale.

Graphical abstract: A coherent study on the Z-enoate assisted Meyer–Schuster rearrangement

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Publication details

The article was received on 18 May 2017, accepted on 13 Jun 2017 and first published on 13 Jun 2017


Article type: Paper
DOI: 10.1039/C7OB01221G
Citation: Org. Biomol. Chem., 2017,15, 5579-5584
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    A coherent study on the Z-enoate assisted Meyer–Schuster rearrangement

    P. Tharra and B. Baire, Org. Biomol. Chem., 2017, 15, 5579
    DOI: 10.1039/C7OB01221G

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