title: Intramolecular reductive ketone-alkynoate coupling reaction promoted by (η2-propene)titanium.
abstract: Intramolecular reductive coupling of cycloalkanones tethered to alkynoates in the presence of (η(2)-propene)titanium was successfully performed to provide hydroxy-esters in a diastereoselective manner. Subsequent lactonization afforded angularly fused unsaturated tricyclic lactones which represent relevant substructures of numerous bioactive compounds.
authors.affiliation: Université de Strasbourg, Institut de Chimie, UMR 7177, Laboratoire de Chimie Organique Synthétique, 1 rue Blaise Pascal, BP 296/R8, 67008 Strasbourg-Cedex, France.
authors.forename: Christian
authors.initials: C
authors.lastname: Schäfer
authors.forename: Michel
authors.initials: M
authors.lastname: Miesch
authors.forename: Laurence
authors.initials: L
authors.lastname: Miesch
mesh_terms: D000475:Alkenes / Q000737:chemistry; D003500:Cyclization; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*
chemical_list: D000475:Alkenes; D004952:Esters; D007659:Ketones; D007783:Lactones; C013658:propylene; D014025:Titanium