title: Synthesis of the spirocyclic framework of sesterterpenoid natural products.
abstract: A convergent synthetic route to the sesterterpenoid framework of the bioactive phorbaketal and alotaketal natural product families has been established. The synthetic approach hinges on a Hosomi-Sakurai coupling of complex acetal and allylsilane coupling partners, followed by DDQ-promoted oxidative cyclization of highly unsaturated advanced intermediates. This robust synthetic approach enables further investigations into the members of these natural product families and readily provides access to analogues for biological testing.
authors: School of Chemical Sciences and Maurice Wilkins Centre for Molecular Biodiscovery, University of Auckland , 23 Symonds Street, Auckland 1142, New Zealand.
authors: Jonathan G
authors: JG
authors: Hubert
authors: Daniel P
authors: DP
authors: Furkert
authors: Margaret A
authors: MA
authors: Brimble
mesh_terms: D001686:Biological Phenomena; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001688:Biological Products; D013141:Spiro Compounds; D013729:Terpenes