title: α-Ketophosphonates as ester surrogates: isothiourea-catalyzed asymmetric diester and lactone synthesis.
abstract: Isothiourea HBTM-2.1 catalyzes the asymmetric Michael addition/lactonization of aryl- and alkenylacetic acids using α-keto-β,γ-unsaturated phosphonates as α,β-unsaturated ester surrogates, giving access to a diverse range of stereodefined lactones or enantioenriched functionalized diesters upon ring-opening.
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews , North Haugh, St. Andrews KY16 9ST, U.K.
authors.forename: Siobhan R
authors.initials: SR
authors.lastname: Smith
authors.forename: Stuart M
authors.initials: SM
authors.lastname: Leckie
authors.forename: Reuben
authors.initials: R
authors.lastname: Holmes
authors.forename: James
authors.initials: J
authors.lastname: Douglas
authors.forename: Charlene
authors.initials: C
authors.lastname: Fallan
authors.forename: Peter
authors.initials: P
authors.lastname: Shapland
authors.forename: David
authors.initials: D
authors.lastname: Pryde
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Smith
mesh_terms: D000085:Acetates / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D013890:Thiourea / Q000737:chemistry*
chemical_list: D000085:Acetates; D004952:Esters; D007783:Lactones; D063065:Organophosphonates; D013890:Thiourea