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Issue 11, 2013
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Adventures in bridgehead substitution chemistry: synthesis of polycyclic polyprenylated acylphloroglucinols (PPAPs)

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Abstract

The polycyclic polyprenylated acylphloroglucinol (PPAP) family of natural products includes important compounds with notable biological activities, such as garsubellin A, hyperforin and clusianone. The synthesis of these complex, bridged, highly oxidized and substituted systems presents a formidable challenge to synthetic chemists. This feature article describes how the use of unconventional bridgehead substitution chemistry has enabled the synthesis of these natural products and their analogues.

Graphical abstract: Adventures in bridgehead substitution chemistry: synthesis of polycyclic polyprenylated acylphloroglucinols (PPAPs)

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Publication details

The article was received on 31 Oct 2012, accepted on 29 Nov 2012 and first published on 30 Nov 2012


Article type: Feature Article
DOI: 10.1039/C2CC37914G
Citation: Chem. Commun., 2013,49, 1042-1051
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    Adventures in bridgehead substitution chemistry: synthesis of polycyclic polyprenylated acylphloroglucinols (PPAPs)

    N. S. Simpkins, Chem. Commun., 2013, 49, 1042
    DOI: 10.1039/C2CC37914G

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