Total synthesis of the topopyrones: a new class of topoisomerase I poisons |
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Authors: | Elban Mark A Hecht Sidney M |
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Affiliation: | Departments of Chemistry and Biology, University of Virginia, Charlottesville, Virginia 22904, USA. |
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Abstract: | The topopyrones represent a new class of highly cytotoxic topoisomerase I poisons. Efficient total syntheses of all four naturally occurring members of this class have been accomplished. Key elements of the syntheses include Diels-Alder reactions employing two novel dienes and a titanium-mediated ortho-directed Friedel-Crafts acylation. Additionally, the syntheses of two chlorinated analogues accessible from an advanced intermediate are described. |
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