title: Total syntheses of kealiinines A-C.
abstract: Short total syntheses of the Leucetta-derived alkaloids, kealiinines A-C, have been accomplished using an intramolecular Friedel-Crafts-dehydration sequence of a bis benzylic diol. The precursor diol was obtained through a series of position-specific Grignard reactions from 1-methyl-4,5-diiodoimidazole. C2-Azidation and hydrogenation of the azide then provided the reported structures of kealiinines A-C. While the (1)H NMR data did not completely match for these materials, the HPLC data were consistent with the assigned structure of these alkaloids.
authors.affiliation: Department of Chemistry and Biochemistry and Center for Nanostructured Materials, The University of Texas at Arlington, Arlington, Texas 76019, United States.
authors.forename: Jayanta
authors.initials: J
authors.lastname: Das
authors.forename: Panduka B
authors.initials: PB
authors.lastname: Koswatta
authors.forename: J Daniel
authors.initials: JD
authors.lastname: Jones
authors.forename: Muhammed
authors.initials: M
authors.lastname: Yousufuddin
authors.forename: Carl J
authors.initials: CJ
authors.lastname: Lovely
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D006865:Hydrogenation; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D006847:Hydrocarbons, Iodinated; D007093:Imidazoles; C578818:kealiinine A; C576859:kealiinine B; C576858:kealiinine C