Three novel fluorinated analogues of huperzine A ( 1 ), (+)-12,12,12-trifluorohuperzine A ( 2 ), (+)-14,14,14-trifluorohuperzine A ( 3 ), and (+)-12,12,12,14,14,14-hexafluorohuperzine A ( 4 ), have been synthesized by employing TMSCF3 as a trifluoromethylating agent. These analogues were found to still retain anti-acetylcholinesterase activity.