Isocyclic Compounds
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ChemInform Abstract: Regiocontrolled Benzannulation of Diaryl(gem-dichlorocyclopropyl)methanols for the Synthesis of “Unsymmetrically” Substituted α-Arylnaphthalenes.
First published: 24 June 2010
Abstract
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ChemInform Abstract
The regioselectivity in the Lewis acid catalyzed benzannulation of the cyclopropane (I) is investigated. Thus, TiCl4 (or SnCl4) favors the deuterated naphthalene (II), whereas Tbs—O—Tf gives the Ph—D5 isomer (III) highly selectively. These effects can be used for the selective synthesis of unsymmetrical naphthalenes such as (V).
