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2005
Hydrogenated naphthalene derivatives
Q 1010
A Novel, Stereoselective and Convergent Synthesis of Aryltetralins. — A novel
condensation reaction between allylsiloxanes (I) and electron-rich arylalde12- 102 one-pot
hydes (II) generates aryltetralines (III) with complete control of stereochemistry. Concerning the mechanism a Lewis-acid mediated isomerization of initially formed tetrahydrofurans is suggested. As shown for compound (V) substitution of an aryl group
by a phenyl group is sufficient to curtail the reaction at the tetrahydrofuran stage. —
(MILES, S. M.; MARSDEN*, S. P.; LEATHERBARROW, R. J.; COATES, W. J.;
Chem. Commun. (Cambridge) 2004, 20, 2292-2293; Sch. Chem., Univ. Leeds, Leeds
LS2 9JT, UK; Eng.) — M. Paetzel
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