title: A selective C-H insertion/olefination protocol for the synthesis of α-methylene-γ-butyrolactone natural products.
abstract: A regio- and stereoselective one-pot C-H insertion/olefination protocol has been developed for the late stage installation of α-methylene-γ-butyrolactones into conformationally restricted cyclohexanol-derivatives. The method has been successfully applied in the total synthesis of eudesmanolide natural product frameworks, including α-cyclocostunolide.
authors.affiliation: Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK. richard.taylor@york.ac.uk william.unsworth@york.ac.uk.
authors.forename: Matthew G
authors.initials: MG
authors.lastname: Lloyd
authors.affiliation: University of Salerno, Department of Chemistry and Biology, Via Giovanni Paolo II, 132, Salerno, 84084 Fisciano, Italy.
authors.forename: Mariantonietta
authors.initials: M
authors.lastname: D'Acunto
authors.affiliation: Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK. richard.taylor@york.ac.uk william.unsworth@york.ac.uk.
authors.forename: Richard J K
authors.initials: RJ
authors.lastname: Taylor
authors.affiliation: Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK. richard.taylor@york.ac.uk william.unsworth@york.ac.uk.
authors.forename: William P
authors.initials: WP
authors.lastname: Unsworth
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; C014096:alpha-methylene gamma-butyrolactone; D015107:4-Butyrolactone