title: A Concise Approach to Paxilline Indole Diterpenes.
abstract: A synthetic approach to paxilline indole diterpenes is described. The route to the pentacyclic core relies on a new regioselective alkenylation of ketones and a tandem radical addition-aldol reaction sequence to access vicinal quaternary stereocenters. Emindole SB, the simplest member of the family, is synthesized in 11 steps from commercially available material to demonstrate the application of this approach.
authors.affiliation: Department of Chemistry, University of California , Irvine, California 92697-2025, United States.
authors.forename: David T
authors.initials: DT
authors.lastname: George
authors.affiliation: Department of Chemistry, University of California , Irvine, California 92697-2025, United States.
authors.forename: Eric J
authors.initials: EJ
authors.lastname: Kuenstner
authors.affiliation: Department of Chemistry, University of California , Irvine, California 92697-2025, United States.
authors.forename: Sergey V
authors.initials: SV
authors.lastname: Pronin
mesh_terms: D004224:Diterpenes / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D013729:Terpenes / Q000737:chemistry*
chemical_list: D004224:Diterpenes; D007211:Indoles; D013729:Terpenes; C496869:emindole; C048220:paxilline; C030374:indole