title: Total synthesis of the formamicin aglycon, formamicinone.
abstract: [structure: see text] The total synthesis of formamicinone (2), the aglycone of formamicin (1), has been accomplished via the late-stage Suzuki cross-coupling of fragments 5 and 6, the macrolactonization of seco ester 14, and the Mukaiyama aldol reaction of aldehyde 3 and methyl ketone 4. An efficient and highly stereoselective second generation synthesis of vinyl iodide 6 is also described.
authors.affiliation: Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055, USA.
authors.forename: Brad M
authors.initials: BM
authors.lastname: Savall
authors.forename: Nicolas
authors.initials: N
authors.lastname: Blanchard
authors.forename: William R
authors.initials: WR
authors.lastname: Roush
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D018942:Macrolides; D015394:Molecular Structure
chemical_list: D000900:Anti-Bacterial Agents; D018942:Macrolides; C111293:formamicin