Electron-releasing substituents at the 3-position of allyl phenyl ethers favour Claisen rearrangement of the allyl group to the 6-position, whereas electron-acceptors favour migration to the 2-position. 2-Acylhydroquinone 4-allyl ethers yield, predominantly, the 3-allyl isomers, probably because internal hydrogen bonding confers naphthalenoid character on the aryl residue.
J. M. Bruce and Y. Roshan-Ali, J. Chem. Soc., Perkin Trans. 1, 1981, 2677 DOI: 10.1039/P19810002677
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