title: Novel pyrrolidine-thiohydantoins/thioxotetrahydropyrimidinones as highly effective catalysts for the asymmetric Michael addition.
abstract: The synthesis of novel organocatalysts consisting of a pyrrolidine moiety and a thiohydantoin or a thioxotetrahydropyrimidinone ring is described. The compound combining the pyrrolidine with the thioxotetrahydropyrimidinone was found to be a highly effective catalyst for the Michael reaction. Low catalyst loadings (1-2.5%) can be employed leading to quantitative yields and excellent stereoselectivities in the reaction between cyclic ketones and nitroolefins.
authors.affiliation: Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, 15771, Athens, Greece.
authors.forename: Christoforos G
authors.initials: CG
authors.lastname: Kokotos
authors.forename: Dimitris
authors.initials: D
authors.lastname: Limnios
authors.forename: Despoina
authors.initials: D
authors.lastname: Triggidou
authors.forename: Maria
authors.initials: M
authors.lastname: Trifonidou
authors.forename: George
authors.initials: G
authors.lastname: Kokotos
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D011744:Pyrimidinones / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013867:Thiohydantoins / Q000737:chemistry*
chemical_list: D011744:Pyrimidinones; D011759:Pyrrolidines; D013438:Sulfhydryl Compounds; D013867:Thiohydantoins; C505709:tetrahydropyrimidinone; C032519:pyrrolidine