title: Relative stereochemical determination and synthesis of the C1-C17 fragment of a new natural polyketide.
abstract: The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereomers out of the 32 initially envisioned) has been carried out using a common strategy based on enantioselective aldol reactions. With a high predictability, final NMR comparison established the relative stereochemistry of the C1-C17 fragment of this natural product.
authors.affiliation: CNRS UMR 8638, Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270 Paris cedex 06, France.
authors.forename: Etienne
authors.initials: E
authors.lastname: Fleury
authors.forename: Marie-Isabelle
authors.initials: MI
authors.lastname: Lannou
authors.forename: Olivia
authors.initials: O
authors.lastname: Bistri
authors.forename: François
authors.initials: F
authors.lastname: Sautel
authors.forename: Georges
authors.initials: G
authors.lastname: Massiot
authors.forename: Ange
authors.initials: A
authors.lastname: Pancrazi
authors.forename: Janick
authors.initials: J
authors.lastname: Ardisson
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D018942:Macrolides