The Intramolecular Carboxyarylation Approach to Podophyllotoxin
Date
2003
Authors
Reynolds, Aaron
Scott, Andrew
Turner, Craig
Sherburn, Michael
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Publisher
American Chemical Society
Abstract
Since 1960, only seven plant-derived anticancer drugs have received FDA approval for commercial production. Two are semisynthetic derivatives of podophyllotoxin. This paper describes concise, highly convergent, and conceptually novel approaches to (-)-podophyllotoxin and its enantiomer. These highly convergent syntheses feature a late-stage domino radical reaction to install the lactone ring and the pendant trimethoxyphenyl group.
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Keywords
Keywords: podophyllotoxin; article; arylation; bioavailability; derivatization; enantiomer; epimerization; esterification; methodology; molecular interaction; solubilization; Podophyllotoxin; Stereoisomerism
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Journal of the American Chemical Society
Type
Journal article
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Restricted until
2037-12-31
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