The effect of alkene configuration on the partitioning between the carbenic reactions and the 1,7-electrocyclisation of α-)o-alkenylaryl)diazoalkanes

Article abstract of DOI:10.1016/0040-4039(80)88079-8

The 1,7-electroclyclisation of α-(o-alkenylaryl)diazoalkenes to 1H-2,3-benzodiazepines is blocked by the cis substituent in Z alkenyl groups and the diazo-compounds then react via alternative routes including a new intramolecular carbene reaction to give naphtho[a]cycloheptenes.