title: A new approach to highly substituted cyclopentanoids from a concise formal synthesis of (+)-roseophilin.
abstract: A convergent reaction sequence involving a reductive coupling and a chiral Brønsted acid catalyzed Nazarov reaction is utilized in a concise formal synthesis of (+)-roseophilin (11 steps via longest linear sequence, 10.2% yield, 95% ee).
authors.affiliation: Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, 381 Royal Parade, Parkville, Victoria 3052, Australia.
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Kerr
authors.forename: Bernard L
authors.initials: BL
authors.lastname: Flynn
mesh_terms: D002384:Catalysis; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
chemical_list: D006575:Heterocyclic Compounds, 3-Ring; D011758:Pyrroles; C408872:roseophilin