title: Total syntheses of Lycopodium alkaloids (+)-fawcettimine, (+)-fawcettidine, and (-)-8-deoxyserratinine.
abstract: A shared story: Three fawcettimine- and serratinine-type Lycopodium alkaloids are prepared from a common tetracyclic spirodiketone intermediate in concise total syntheses. The intermediate was constructed by a remarkable biosynthesis-inspired transannular N-C bond formation to the spiro-configured carbon center and a hydroxy-directed pinacol coupling promoted by SmI(2).
authors: National Institute of Biological Sciences, Beijing (NIBS), Changping District, Beijing, 102206, China.
authors: Houhua
authors: H
authors: Li
authors: Xiaoming
authors: X
authors: Wang
authors: Xiaoguang
authors: X
authors: Lei
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D001688:Biological Products / Q000138:chemical synthesis*; D007212:Indolizines / Q000138:chemical synthesis*; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D032502:Lycopodium / Q000737:chemistry*
chemical_list: C553068:8-deoxyserratinine; D000470:Alkaloids; D001688:Biological Products; D007212:Indolizines; D007659:Ketones; C524731:fawcettimine