A Highly Selective Transannular Route to trans-trans-1,2,3,3a,4,5,9,10,10a,10b-Decahydropyrenes from Metacyclophanes

Article abstract of DOI:10.1246/bcsj.58.2366

The treatment of <2.2>metacyclophanes with aluminum chloride gave a variety of hydropyrenes as the results of dehydrogenation, cycloisomerization, and disproportionation reactions.With ethylaluminum dichloride, however, a highly selective reaction occured to give trans-trans-1,2,3,3a,4,5,9,10,10a,10b-decahydropyrene.Revised structures were presented for cis-cis- and trans-trans-decahydropyrenes based on 13C NMR and X-ray crystallographic analyses.