An enantioselective formal synthesis of (+)-Gephyrotoxin 287C

作者：Miao Lei; Shu Hong; Noble April R; Fournet Steven P; Stevens Edwin D; Trudell Mark L^*

来源：ARKIVOC, 2010, 6-14.

• Amphibian alkaloids
• gephyrotoxin
• tropane
• pyrrolidine

The tricyclic skeleton of the gephyrotoxin amphibian alkaloids was synthesized via an enantioselective serial sequence involving nine discrete steps that furnished Kishi's intermediate 5 in 22% overall yield. This efficient and expeditious synthetic approach exploits the inherent stereochemistry of a (1R)-2-tropinone derivative for the construction of the core cis-2,5-disubstituted pyrrolidine ring system and constitutes a formal synthesis of gephyrotoxin 287C.

• 出版日期2010