Enantioselective syntheses of poison-frog alkaloids: 219F and 221I and an epimer of 193E |
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| Authors: | Naoki Toyooka Zhou Dejun H Martin Garraffo John W Daly |
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| Institution: | a Faculty of Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama 930-0194, Japan
b Laboratory of Bioorganic Chemistry, National Institute of Diabetes and Digestive and Kidney Diseases, National Institutes of Health, DHHS, Bethesda, MD 20892, USA |
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| Abstract: | Enantioselective syntheses of indolizidines (−)-219F and (−)-221I have been achieved and the relative stereochemistries of natural 219F and 221I were determined by the present synthesis. A levorotatory indolizidine, corresponding to one proposed structure for 193E, was also synthesized, but was found to differ from 193E. It seems likely that natural 193E is the 8-epimer of the synthesized indolizidine. |
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