title: Synthesis of the monomeric counterpart of marinomycin A.
abstract: An efficient and highly convergent synthesis of the monomeric counterpart of the antitumor-antibiotic marine natural product marinomycin A was achieved by using optically active titanium complexes to control the configuration of the stereogenic centers, a highly stereo- and regioselective cross-metathesis to generate the (E)-configured C20-C21 double bond, and a Horner-Wadsworth-Emmons olefination followed by a Pd-catalyzed Stille cross-coupling to construct the tetraene moiety.
authors.affiliation: Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Dominique
authors.initials: D
authors.lastname: Amans
authors.forename: Laurianne
authors.initials: L
authors.lastname: Bareille
authors.forename: Véronique
authors.initials: V
authors.lastname: Bellosta
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D019281:Dimerization; D018942:Macrolides / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry
chemical_list: D000475:Alkenes; D000970:Antineoplastic Agents; D018942:Macrolides; C509125:marinomycin A; D010165:Palladium