The addition of n-butyllithium and íerí-butyllithium to 1,4-dihydronaphthalene 1,4-eredo-oxide (3) proceeds smoothly with concurrent cleavage to produce, after hydrolysis, the corresponding l,2-dihydro-as-2-butyl-lhydroxynaphthalenes 13 and 14. The cis configuration is the result of initial exo attack and this exo selectivity is observed with additions to benzonorbornadiene (9) where a cleavage does not occur. The adducts 13 and 14 are readily dehydrated to produce the corresponding /3-butylnaphthalenes 16 and 17, respectively.14 was dehydrated and purified to produce 17 in the same manner used for the preparation of 16 from 13.
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