title: Total Syntheses of Perenniporides.
abstract: The total syntheses of perenniporide A (1) and related compounds have been achieved. Starting from 1,3,5-trifluorobenzene (9), difluorodienone 6 was obtained by oxidative dearomatization, which served as a platform for the high-pressure cycloaddition and for the introduction of the C3-methoxy group. The synthesis allowed access to the natural congeners 2 and 3, enabling assignment of the absolute structures of these natural products.
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Masao
authors.initials: M
authors.lastname: Morita
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Ken
authors.initials: K
authors.lastname: Ohmori
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Suzuki
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D061565:Cycloaddition Reaction; D005464:Fluorobenzenes / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011312:Pressure; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001688:Biological Products; D005464:Fluorobenzenes; D013141:Spiro Compounds; C000605846:perenniporide A; C519635:1,3,5-trifluorobenzene