title: Cu(I)-catalyzed reductive aldol cyclizations: diastereo- and enantioselective synthesis of beta-hydroxylactones.
abstract: [reaction: see text] Copper bisphosphine complexes catalyze the intramolecular reductive aldol reaction of alpha,beta-unsaturated esters with ketones, affording five- and six-membered beta-hydroxylactones in high stereoselectivities. Utilization of chiral nonracemic bisphosphines render the cyclizations enantioselective.
authors.affiliation: School of Chemistry, University of Edinburgh, The King's Buildings, West Mains Road, Edinburgh EH9 3JJ, United Kingdom. h.lam@ed.ac.uk
authors.forename: Hon Wai
authors.initials: HW
authors.lastname: Lam
authors.forename: Pekka M
authors.initials: PM
authors.lastname: Joensuu
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006900:Hydroxylation; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010720:Phosphines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D008024:Ligands; D010720:Phosphines; D003300:Copper; C044646:phosphine