title: Enantioselective formal total synthesis of the antitumor macrolide bryostatin 7.
abstract: A new enantioselective synthesis of Masamune's AB fragment (1) for bryostatin 7 is described. Key steps in the new route include a Meerwein-Ponndorf-Verley reduction to set the O(7) stereocenter and an alkylative union between the dithiane 6 and iodide 5 to construct the C(9)-C(10) bond. Because we have previously published a synthesis of Masamune's C-ring phenyl sulfone 2, our new route to 1 constitutes a formal total synthesis of bryostatin 7; it also corrects the previously reported spectral data for 1 in CDCl3.
authors.affiliation: UCL Center for Chemical Genomics, Christopher Ingold Laboratories, Chemistry Department, University College London, 20 Gordon Street, London WC1H 0AJ, UK. s.manaviazar@ucl.ac.uk
authors.forename: Soraya
authors.initials: S
authors.lastname: Manaviazar
authors.forename: Mark
authors.initials: M
authors.lastname: Frigerio
authors.forename: Gurpreet S
authors.initials: GS
authors.lastname: Bhatia
authors.forename: Marc G
authors.initials: MG
authors.lastname: Hummersone
authors.forename: Abil E
authors.initials: AE
authors.lastname: Aliev
authors.forename: Karl J
authors.initials: KJ
authors.lastname: Hale
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D054713:Bryostatins; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D054713:Bryostatins; D018942:Macrolides; C475531:bryostatin 7