I. Hanna, V. Michaut, L. Ricard
Jan 8, 2001
Citations
0
Influential Citations
11
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Treatment of allylic alcohols 5 , easily prepared from dioxene and methoxyacetophenones, with 1-(trimethylsilyloxy)cyclopentene in the presence of a catalytic amount of TMSOTf in acetonitrile, afforded a polycyclic acetal 6 by domino nucleophilic substitution, annulation and intramolecular Friedel–Crafts alkylation reaction sequence. Acid-mediated cleavage of the acetal moiety led to fused seven-membered carbocyclic rings or to substituted naphthalenes.