Whereas electrophilic substitution of 4-(β-naphthyl)butanol takes place with BF3–ether exclusively at the α-naphthyl position, cyclisation of 4-(α-naphthyl)-butanol, under identical conditions, occurs via two pathways, the major one (81%) corresponding to direct attack at the β-naphthyl position whilst the minor one (19%) involves prior ipso-attack at the α-naphthyl position.
A. H. Jackson, P. V. R. Shannon and P. W. Taylor, J. Chem. Soc., Chem. Commun., 1978, 734 DOI: 10.1039/C39780000734
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