title: Formal radical cyclization onto benzene rings: a general method and its use in the synthesis of ent-nocardione A.
abstract: An indirect method is described for effecting radical cyclization onto a benzene ring. Cross-conjugated dienones 6, which are readily prepared from phenols, undergo radical cyclization (6 --> 7 --> 8), and the products (8) are easily aromatized. The method has been applied to the synthesis of ent-nocardione A (21).
authors.affiliation: Chemistry Department, University of Alberta, Edmonton, Alberta, Canada T6G 2G2. derrick.clive@ualberta.ca
authors.forename: Derrick L J
authors.initials: DL
authors.lastname: Clive
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Fletcher
authors.forename: Dazhan
authors.initials: D
authors.lastname: Liu
mesh_terms: D001554:Benzene / Q000737:chemistry*; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis*; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis*
chemical_list: D005609:Free Radicals; D005663:Furans; D009285:Naphthoquinones; C410782:nocardione A; D001554:Benzene