title: Synthesis of (+/-)-Epibatidine and Its Analogues.
abstract: A nonopiate analgesic, epibatidine (1), isolated from the skin of the Ecuadoran poison frog was synthesized in racemic form starting from tropinone. Distinctly different from the previously published approaches, this synthesis features the novel synthesis of the 7-azabicyclo[2.2.1]heptane ring system by contraction of the tropinone skeleton viaFavorskii rearrangement. Five analogues of 1 were also prepared, and their analgesic activities were evaluated.
authors.affiliation: Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 200031, China.
authors.forename: Donglu
authors.initials: D
authors.lastname: Bai
authors.forename: Rui
authors.initials: R
authors.lastname: Xu
authors.forename: Guohua
authors.initials: G
authors.lastname: Chu
authors.forename: Xingzu
authors.initials: X
authors.lastname: Zhu