Abstract
Hydrogen chloride elimination from chloroquadricyclane 14 with tert-butyllithium or n-butyllithium/potassium tert-butoxide in ether at 0 o C led to the title compound 4 as a reactive intermediate. Generating 4 with LDA in the presence of diphenylisobenzofuran (8) or trimethylisoindole (9) afforded the Diels-Alder adducts 18a and 19a. Ab initio calculations at the TCSCF/6-31G * level have been performed on the dehydroquadricyclanes 2-7, and total energies and olefinic strain energies have been determined for those molecules
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