Synthesis of 4-aza tricyclo [6.2.2.01,6]dodecenone and photoreactions: a stereoselective, entry to aza-polycyclic systems related to magellanine and congeners

A stereoselective, route to aza-polycyclic systems related to magellanine, and congeners from simple aromatic precursor is described. Oxidative dearomatization leading to a highly reactive spiroepoxycyclohexa-2,4-dienone, intramolecular inverse demand π4s+π2s cycloaddition and photochemical reactions are key features of our approach.