title: Synthesis of parvistemin A via biomimetic oxidative dimerization.
abstract: The first synthesis of the naturally occurring benzoquinone dimer parvistemin A is reported. The key step is the late stage iron(III) mediated dimerization of a 1,2,4-trihydroxyarene to give the natural product in good yield, a phenol oxidative coupling that is believed to be biomimetic. The route proceeds in seven steps from an inexpensive commercially available acetophenone in 14% overall yield.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
authors.forename: Marcus J
authors.initials: MJ
authors.lastname: Smith
authors.forename: Christopher C
authors.initials: CC
authors.lastname: Nawrat
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Moody
mesh_terms: D016227:Benzoquinones / Q000138:chemical synthesis*; D040761:Biomimetic Materials / Q000138:chemical synthesis*; D019281:Dimerization; D015394:Molecular Structure; D009930:Organic Chemicals / Q000138:chemical synthesis*; D010084:Oxidation-Reduction
chemical_list: D016227:Benzoquinones; D009930:Organic Chemicals