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| - Remote Electronic Effects in the Rhodium-Catalyzed NucleophilicRing Opening of Oxabenzonorbornadienes
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| - We report the application of our rhodium-catalyzed nucleophilic ring-opening methodology tounsymmetrically arene-substituted oxabenzonorbornadienes. The regioselectivity of the ring openingwas investigated using a variety of nucleophiles that led to a broad selection of dihydronaphthaleneproducts. It was found that good to excellent regioselectivities are obtained using strongly π-donatingsubstituents, whereas σ-donating and electron-withdrawing functionalities have a minimal effect.Post ring-opening manipulations of functional groups in the dihydronaphthalene products wereshown to give efficient access to mono- and diamine tetrahydronaphthalene building blocks.
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