Stereodefined: The title reaction provides an atom-economic route to benzonorcaradienes. The diastereoselectivity of the coupling relies upon the structure of the alkene; unsubstituted bicyclic alkenes afforded exclusively exo-benzonorcaradienes (see scheme) whereas the bicyclic alkenes with substituents at the bridgehead positions resulted in endo-benzonorcaradienes.
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Tenaglia et al. (2011) studied this question.
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