Tartaric acid-derived chiral phosphite-type P , N -ligands: behavioural features in Pd-catalyzed asymmetric transformations
作者: Konstantin N. GavrilovSergey V. ZheglovIlya V. ChuchelkinMarina G. MaksimovaIlya D. FirsinAndrew N. FitchVladimir V. ChernyshevAlexander V. MaximychevAlexander M. Perepukhov
作者单位: 1Department of Chemistry, Ryazan State University, 46 Svoboda Street, 390000 Ryazan, Russian Federation
2European Synchrotron Radiation Facility, B. P. 220, 38043 Grenoble Cedex, France
3Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russian Federation
4A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninskiy Prospect 31/4, 119071 Moscow, Russian Federation
5Department of General Physics, Moscow Institute of Physics and Technology, Institutskii per. 9, 141700 Dolgoprudny, Moscow Region, Russian Federation
刊名: Tetrahedron: Asymmetry, 2017, Vol.28 (11), pp.1633-1643
来源数据库: Elsevier Journal
DOI: 10.1016/j.tetasy.2017.09.011
英文摘要: Abstract(#br)A practical synthesis of new phosphoramidite, phosphite and diamidophosphite P , N -ligands derived from ( R , R )-tartaric acid was carried out. A study of these chiral inducers showed them to provide up to 93% ee in the Pd-catalyzed asymmetric allylations of ( E )-1,3-diphenylallyl acetate, up to 84% ee in the Pd-catalyzed asymmetric alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate and up to 63% ee in the Pd-catalyzed desymmetrization of N , N ′-ditosyl- meso -cyclopent-4-ene-1,3-diol biscarbamate. The effects of the structural modules, such as the nature of the phosphorus-containing ring or exocyclic substituent as well as of the nature of palladium source on the catalytic activity and enantioselectivity were investigated.
全文获取路径: Elsevier  (合作)
影响因子:2.115 (2012)

  • phosphite 亚磷酸盐
  • catalyzed 催化的
  • asymmetric 不对称的
  • chiral 手性的
  • behavioural 行为
  • features 特征
  • derived 导生的