The Intramolecular Carboxyarylation Approach to Podophyllotoxin

Date

2003

Authors

Reynolds, Aaron
Scott, Andrew
Turner, Craig
Sherburn, Michael

Journal Title

Journal ISSN

Volume Title

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.

Description

Keywords

Keywords: podophyllotoxin; article; arylation; bioavailability; derivatization; enantiomer; epimerization; esterification; methodology; molecular interaction; solubilization; Podophyllotoxin; Stereoisomerism

Citation

Source

Journal of the American Chemical Society

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

Restricted until

2037-12-31