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Biomimetic total synthesis of (±)-garcibracteatone
Henry P Pepper1, Hiu C Lam, Witold M Bloch
1School of Chemistry and Physics, University of Adelaide, Adelaide, SA 5005, Australia.
Abstract:
The polycyclic polyprenylated acylphloroglucinol natural product garcibracteatone has been synthesized in four steps from phloroglucinol, using a strategy based on biosynthetic speculation. The key biomimetic transformation is a cascade of 7-endo-trig and 5-exo-trig radical cyclizations followed by a terminating aromatic substitution reaction.
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