title: Enantioselective direct Mannich reactions of cyclic β-ketoesters catalyzed by chiral phosphine via a novel dual-reagent catalysis.
abstract: A combination of an amino acid derived chiral phosphine catalyst and methyl acrylate efficiently catalyzed the direct Mannich reaction of cyclic β-ketoesters and N-Boc-aldimines. The dual-reagent catalysis was presumed to function through the formation of a zwitterion, which catalyzed the reaction with excellent stereocontrol via a hydrogen-bonding assisted chiral ion-pair pathway.
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology , 130 Meilong Road, Shanghai 200237, China.
authors.forename: Yan-Peng
authors.initials: YP
authors.lastname: Lou
authors.forename: Chang-Wu
authors.initials: CW
authors.lastname: Zheng
authors.forename: Ren-Ming
authors.initials: RM
authors.lastname: Pan
authors.forename: Qiao-Wen
authors.initials: QW
authors.lastname: Jin
authors.forename: Gang
authors.initials: G
authors.lastname: Zhao
authors.forename: Zhong
authors.initials: Z
authors.lastname: Li
mesh_terms: D000179:Acrylates / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D006860:Hydrogen Bonding; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000179:Acrylates; D000596:Amino Acids; D004952:Esters; D007097:Imines; D010720:Phosphines; C044646:phosphine; C035956:methyl acrylate