title: Enantioselective epoxidation of electron-deficient olefins: an organocatalytic approach.
abstract: Versatile synthetic intermediates--α,β-epoxyketones and α,β-epoxyaldehydes--can be obtained through asymmetric organocatalytic epoxidation of α,β-unsaturated ketones and aldehydes. This Review focuses on some recent advances in these epoxidation reactions with respect to scope and limitations with polyamino acids, phase-transfer catalysts (PTCs), amines, and guanidines as chiral organocatalysts. Furthermore, recent results obtained with chiral peroxides are discussed.
authors.affiliation: Department of Chemistry and Pharmacy, Chair of Organic Chemistry I, University of Erlangen-Nuremberg, Henkestrasse 42, 91054 Erlangen, Germany.
authors.forename: Katharina M
authors.initials: KM
authors.lastname: Weiss
authors.forename: Svetlana B
authors.initials: SB
authors.lastname: Tsogoeva
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D004583:Electrons; D004852:Epoxy Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000475:Alkenes; D004852:Epoxy Compounds; D007659:Ketones