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Angew Chem Int Ed Engl. 2012 May 7;51(19):4536-61. doi: 10.1002/anie.201103873. Epub 2012 Mar 29.

The chemistry of the polycyclic polyprenylated acylphloroglucinols.

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  • 1Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences, Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, no.03-08, Singapore 138667, Singapore.


With their fascinating biological profiles and stunningly complex molecular architectures, the polycyclic polyprenylated acylphloroglucinols (PPAPs) have long provided a fertile playing field for synthetic organic chemists. In particular, the recent advent of innovative synthetic methods and strategies together with C-C bond-forming reactions and asymmetric catalysis have revitalized this field tremendously. Consequently, PPAP targets which once seemed beyond reach have now been synthesized. This Review aims to highlight the recent achievements in the total synthesis of PPAPs, as well as notable methods developed for the construction of the bicyclo[3.3.1] core of these chemically and biologically intriguing molecules.

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