title: A highly enantioselective and regioselective organocatalytic direct Mannich reaction of methyl alkyl ketones with cyclic imines benzo[e][1,2,3]oxathiazine 2,2-dioxides.
abstract: A highly enantioselective direct Mannich reaction of methyl alkyl ketones with cyclic imines benzo[e][1,2,3]oxathiazine 2,2-dioxides, catalyzed by the combination of cinchona alkaloid derived primary amine and TFA, is disclosed. For unsymmetrical methyl alkyl ketones, it is favoured that specific regioselective addition to the imine substrates occurs at the less-substituted methyl group by steric control.
authors.affiliation: Provincial Key Laboratory of Natural Medicine and Immuno-Engineering, College of Chemistry and Chemical Engineering, Henan University, Kaifeng, Henan 475004, P. R. China. wyoqing@hotmail.com zhangyongna@henu.edu.cn.
authors.forename: You-Qing
authors.initials: YQ
authors.lastname: Wang
authors.forename: Xiao-Yu
authors.initials: XY
authors.lastname: Cui
authors.forename: Yuan-Yuan
authors.initials: YY
authors.lastname: Ren
authors.forename: Yongna
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry*; D013237:Stereoisomerism; D013843:Thiazines / Q000737:chemistry*
chemical_list: D007097:Imines; D007659:Ketones; D010087:Oxides; D013843:Thiazines