On the Photochemistry of 12,13-Didehydrosqualene

Article abstract of DOI:10.1002/hlca.19870700422

The photochemical formation of bicyclooctenes 3 from 12,13-didehydrosqualene (1) upon irradiation at wavelengths longer than 290 nm is reported.The same photoreaction is also observed with trienes 7 and 8 which like 1 have a remote double bond two C-atoms removed from the triene system.A configurational assignment for bicyclooctene 10 obtained from 8 and a mechanism for the observed photochemical reaction are proposed.