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. 2009 May 20;131(19):6676-7.
doi: 10.1021/ja9025193.

Palladium-catalyzed asymmetric dearomatization of naphthalene derivatives

Jorge García-Fortanet  1 , Florian Kessler, Stephen L Buchwald
Affiliations

Palladium-catalyzed asymmetric dearomatization of naphthalene derivatives

Jorge García-Fortanet et al. J Am Chem Soc. .

Abstract

An intramolecular enantioselective metal-catalyzed dearomatization reaction is described. This procedure allows the dearomatization of naphthalene derivatives through an electrophilic aromatic substitution-type reaction on a Pd(II) intermediate. The high yields and enantioselectivities achieved make this procedure a valuable method for synthetic chemists.

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Figures

Scheme 1
Scheme 1
General scheme for the Pd-catalyzed dearomatization.
Scheme 2
Scheme 2
Further functionalization of derivative 4a
See this image and copyright information in PMC

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