title: Enantioselective total synthesis of the potent anti-inflammatory (+)-myrrhanol A.
abstract: The first total synthesis of potent anti-inflammatory polypodanes (+)-myrrhanol A (1), (+)-myrrhanone A (2), (+)-myrrhanone B (3), and (+)-myrrhanol B (4) has been achieved. Key steps in our convergent, highly stereocontrolled route are a Ti(III)-mediated radical cyclization of a chiral monoepoxide to furnish a bicyclic synthon that combines stereospecifically with an acyclic vinyl iodide via an intermolecular B-alkyl Suzuki-Miyaura cross-coupling.
authors: Department of Organic Chemistry, Institute of Biotechnology, University of Granada, Avda. Fuentenueva, 18071 Granada, Spain.
authors: Victoriano
authors: V
authors: Domingo
authors: Lúcia
authors: L
authors: Silva
authors: Horacio R
authors: HR
authors: Diéguez
authors: Jesús F
authors: JF
authors: Arteaga
authors: José F
authors: JF
authors: Quílez del Moral
authors: Alejandro F
authors: AF
authors: Barrero
mesh_terms: D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D003500:Cyclization; D013237:Stereoisomerism; D013379:Substrate Specificity; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000893:Anti-Inflammatory Agents; D014315:Triterpenes; C434796:myrrhanol A