title: A general synthetic approach to the amnesic shellfish toxins: total synthesis of (-)-isodomoic acid B, (-)-isodomoic acid E and (-)-isodomoic acid F.
abstract: The alkynylpyrrolidine 4 was made via a dearomatising cyclisation of an aromatic amide, and was elaborated by stannylcupration and palladium-catalysed coupling to achieve the first total synthesis of three members of the isodomoic acid family; the same alkyne can be envisaged as a precursor to several more of this class of amnesic shellfish toxins.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Rd., Manchester M13 9PL, UK.
authors.forename: Gilles
authors.initials: G
authors.lastname: Lemière
authors.forename: Simon
authors.initials: S
authors.lastname: Sedehizadeh
authors.forename: Julie
authors.initials: J
authors.lastname: Toueg
authors.forename: Nadia
authors.initials: N
authors.lastname: Fleary-Roberts
authors.forename: Jonathan
authors.initials: J
authors.lastname: Clayden
mesh_terms: D003500:Cyclization; D006538:Heptanoic Acids / Q000138:chemical synthesis*; D007536:Isomerism; D008387:Marine Toxins / Q000138:chemical synthesis*; D008958:Models, Molecular; D012758:Shellfish / Q000032:analysis
chemical_list: D006538:Heptanoic Acids; D008387:Marine Toxins; C559518:isodomoic acid B; C559519:isodomoic acid E; C559520:isodomoic acid F