Abstract
When treated with
electrophilic reagents the benzo derivatives of
bicyclo[3.3.2]decane, 7,11-dimethyl-ene-6,7,8,9-tetrahydro-5,9-propano-5H-benzocycloheptene and
11-methylene-5,6,8,9-tetrahydro-5,9- propano-7H-benzocyclohepten-7-one, both exclusively undergo intramolecular
cyclization to form derivatives of 6,7,8,9,10,11-hexahydro-5,9:7,11-dimethano-5H-benzocyclononene (benzohomo-adamantene)
in high yield. The latter reactant also cyclizes to
form derivatives of 5,6,7,8,9,10-hexa- hydro-5,8:7,10-dimethanobenzocyclooctene
(benzohomonoradamantene) when reduced with sodium in
moist ether or under Wolff-Kishner conditions.
Cited by
12 articles.
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