title: Synthesis of novel camphor-derived bifunctional thiourea organocatalysts.
abstract: Synthesis and catalyst performance of 2,3- (types and ) and 2,8-disubstituted (type ) thiourea bifunctional organocatalysts was attempted. The synthesis of catalyst of type has, so far, not been realized, while catalysts of type , i.e., the 2,3-exo- and the 2-endo-3-exo-thiourea catalysts, were prepared in six steps starting from (+)-camphor. The catalysts of type were prepared from (+)-camphor in eight steps. All the potential catalysts as well as most of the intermediate products were carefully structurally characterized. The thiourea bifunctional organocatalysts were tested in a model reaction of Michael addition of dimethyl malonate to trans-β-nitrostyrene.
authors.affiliation: University of Ljubljana, Faculty of Chemistry and Chemical Technology, Ljubljana, Slovenia.
authors.forename: Sebastijan
authors.initials: S
authors.lastname: Ričko
authors.forename: Amalija
authors.initials: A
authors.lastname: Golobič
authors.forename: Jurij
authors.initials: J
authors.lastname: Svete
authors.forename: Branko
authors.initials: B
authors.lastname: Stanovnik
authors.forename: Uroš
authors.initials: U
authors.lastname: Grošelj
keywords: bifunctional amine-thioureas; camphor derived amines; organocatalysis; oxime reduction