title: Biomimetic total synthesis of (±)-garcibracteatone.
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.
authors.affiliation: School of Chemistry and Physics, University of Adelaide, Adelaide, SA 5005, Australia.
authors.forename: Henry P
authors.initials: HP
authors.lastname: Pepper
authors.forename: Hiu C
authors.initials: HC
authors.lastname: Lam
authors.forename: Witold M
authors.initials: WM
authors.lastname: Bloch
authors.forename: Jonathan H
authors.initials: JH
authors.lastname: George
mesh_terms: D040761:Biomimetic Materials / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis*
chemical_list: D011083:Polycyclic Compounds; C579594:garcibracteatone