Influence of the nature of the Lewis acid on the rearrangement of 1-phenyl-7-oxanorbornadiene derivatives

1-phenyl-7-oxanorbornadiene derivatives are rearranged into 6-hydroxyfulvenes or 4-phenylphenols derivatives when they are reacted with Lewis acids. The course of the reaction, which is highly selective, depends exclusively on the nature of the Lewis acid used. Selective formation of 6-hydroxyfulven...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 39; no. 25; pp. 4485 - 4488
Main Authors: Maggiani, Alain, Tubul, Arlette, Brun, Pierre
Format: Journal Article
Language:English
Published: Elsevier Ltd 18-06-1998
Online Access:Get full text
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Summary:1-phenyl-7-oxanorbornadiene derivatives are rearranged into 6-hydroxyfulvenes or 4-phenylphenols derivatives when they are reacted with Lewis acids. The course of the reaction, which is highly selective, depends exclusively on the nature of the Lewis acid used. Selective formation of 6-hydroxyfulvenes or 4-phenylphenol derivatives can be achieved from 2 by proper choice of the Lewis acid used
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)00869-7