title: A concise synthesis of (-)-lasonolide A.
abstract: Lasonolide A is a novel polyketide displaying potent anticancer activity across a broad range of cancer cell lines. Here, an enantioselective convergent total synthesis of the (-)-lasonolide A in 16 longest linear and 34 total steps is described. This approach significantly reduces the step count compared to other known syntheses. The synthetic strategy utilizes alkyne-bearing substrates as core building blocks and is highlighted by stitching together two similarly complex halves via a key Ru-catalyzed alkene-alkyne coupling and macrolactionization.
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Craig E
authors.initials: CE
authors.lastname: Stivala
authors.forename: Kami L
authors.initials: KL
authors.lastname: Hull
authors.forename: Audris
authors.initials: A
authors.lastname: Huang
authors.forename: Daniel R
authors.initials: DR
authors.lastname: Fandrick
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012428:Ruthenium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D018942:Macrolides; C450700:lasonolide A; D012428:Ruthenium