Total syntheses of kealiinines A-C
Jayanta Das1, Panduka B Koswatta, J Daniel Jones
1Department of Chemistry and Biochemistry and Center for Nanostructured Materials, The University of Texas at Arlington, Arlington, Texas 76019, United States.
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.
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