Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 3, Pages 785-793Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo702487r
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[GRAPHICS] 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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