title: Highly enantioselective Michael addition of aromatic ketones to nitroolefins promoted by chiral bifunctional primary amine-thiourea catalysts based on saccharides.
abstract: [reaction: see text] A new class of thiourea catalysts have been developed which integrate saccharide and primary amine moieties into one small organic molecule. These simple catalysts are shown to be highly enantioselective for direct Michael addition of aromatic ketones to a range of nitroolefins (up to 98% ee).
authors.affiliation: Department of Chemistry, Tianjin University, Tianjin 300072, China.
authors.forename: Kun
authors.initials: K
authors.lastname: Liu
authors.forename: Han-Feng
authors.initials: HF
authors.lastname: Cui
authors.forename: Jing
authors.initials: J
authors.lastname: Nie
authors.forename: Ke-Yan
authors.initials: KY
authors.lastname: Dong
authors.forename: Xiao-Juan
authors.initials: XJ
authors.lastname: Li
authors.forename: Jun-An
authors.initials: JA
authors.lastname: Ma
mesh_terms: D000098:Acetophenones / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000098:Acetophenones; D000475:Alkenes; D000588:Amines; D002241:Carbohydrates; D007659:Ketones; D013890:Thiourea; D009584:Nitrogen; C038699:acetophenone