Abstract
Addition of hexachlorocyclopentadiene or 1,2,3,4-tetrachloro-5,5-ethylenedioxycyclopentadiene to cyclo-octa-1,3,6-triene at the 6,7-double bond is followed by an intramolecular diene addition, to give the pentacyclo-[5,5,1,02,6,03,10,04,8]tridec-11-ene system (I). However, attempts to obtain the more highly strained tetracyclo[4,4,0,02,9,05,8]dec-3-ene skeleton (VII) by an analogous intramolecular process failed.

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