Tetrahedron letters

Reaction of arylethanals with boron tribromide

R Dupont, P Cotelle

Index: Dupont, Romain; Cotelle, Philippe Tetrahedron Letters, 1998 , vol. 39, # 46 p. 8457 - 8460

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Citation Number: 20

Abstract

Treatment of arylethanals 1 with boron tribromide give 2-phenylnaphthalenes 2 or 1, 2, 9, 10- tetrahydro-1, 9-epoxydibenzo [a, e] cyclooctenes 3 by a tandem aldol condensation- intramolecular Friedel-Crafts cyclization or a condensation at the O-position followed by a double Friedel-Crafts alkylation respectively. In all cases, a total demethylation of the methoxy groups occurs.