The intramolecular carboxyarylation approach to podophyllotoxin

Aaron J. Reynolds; Andrew J. Scott; Craig I. Turner; Michael S. Sherburn

doi:10.1021/ja0376588

The intramolecular carboxyarylation approach to podophyllotoxin

Aaron J. Reynolds
, Andrew J. Scott
, Craig I. Turner
, Michael S. Sherburn^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

88 Citations (Scopus)

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.

Original language	English
Pages (from-to)	12108-12109
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	125
Issue number	40
DOIs	https://doi.org/10.1021/ja0376588
Publication status	Published - 8 Oct 2003

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title = "The intramolecular carboxyarylation approach to podophyllotoxin",

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.",

author = "Reynolds, \{Aaron J.\} and Scott, \{Andrew J.\} and Turner, \{Craig I.\} and Sherburn, \{Michael S.\}",

year = "2003",

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AU - Turner, Craig I.

AU - Sherburn, Michael S.

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N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/0141888982

U2 - 10.1021/ja0376588

DO - 10.1021/ja0376588

M3 - Article

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SP - 12108

EP - 12109

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 40

ER -

The intramolecular carboxyarylation approach to podophyllotoxin

Abstract

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