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The Intramolecular Carboxyarylation Approach to Podophyllotoxin

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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

URI

http://hdl.handle.net/1885/85847

Collections

ANU Research Publications

Source

Journal of the American Chemical Society

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/ja0376588

Restricted until

2037-12-31

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01_Reynolds_The_Intramolecular_2003.pdf (73.73 KB)

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