title: Target-directed synthesis of antibacterial drug candidate GSK966587.
abstract: An efficient enantioselective total synthesis of the potent antibiotic GSK966587 was accomplished. Highlights of the synthesis include two innovative Heck reactions, a highly selective zincate base directed ortho-metalation, Sharpless asymmetric epoxidation, and a fully convergent final step fragment coupling.
authors.affiliation: GlaxoSmithKline, Synthetic Chemistry Department, 709 Swedeland Road, P.O. Box 1539, King of Prussia, Pennsylvania 19406, USA. eric.a.Voight@abbott.com
authors.forename: Eric A
authors.initials: EA
authors.lastname: Voight
authors.forename: Hao
authors.initials: H
authors.lastname: Yin
authors.forename: Susan V
authors.initials: SV
authors.lastname: Downing
authors.forename: Stacie A
authors.initials: SA
authors.lastname: Calad
authors.forename: Hayao
authors.initials: H
authors.lastname: Matsuhashi
authors.forename: Ilaria
authors.initials: I
authors.lastname: Giordano
authors.forename: Alan J
authors.initials: AJ
authors.lastname: Hennessy
authors.forename: Richard M
authors.initials: RM
authors.lastname: Goodman
authors.forename: Jeffery L
authors.initials: JL
authors.lastname: Wood
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; C553069:GSK966587; D009287:Naphthyridines