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New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle.
Bulman Page, Philip C; Bartlett, Christopher J; Chan, Yohan; Allin, Steven M; McKenzie, Michael J; Lacour, Jérôme; Jones, Garth A.
  • Bulman Page PC; School of Chemistry, University of East Anglia, Norwich Research Park, Norwich NR4 7TJ, UK. p.page@uea.ac.uk.
  • Bartlett CJ; School of Chemistry, University of East Anglia, Norwich Research Park, Norwich NR4 7TJ, UK. p.page@uea.ac.uk.
  • Chan Y; School of Chemistry, University of East Anglia, Norwich Research Park, Norwich NR4 7TJ, UK. p.page@uea.ac.uk.
  • Allin SM; Department of Chemistry, Nottingham Trent University, Clifton, Nottinghamshire NG11 8NS, UK.
  • McKenzie MJ; Charnwood Molecular Ltd, 7 Beaumont Court, Prince William Road, Loughborough, Leicestershire LE11 5GA, UK.
  • Lacour J; Département de Chimie Organique, Université de Genève, Quai Ernest Ansermet 30, CH-1121 Genève 4, Switzerland.
  • Jones GA; School of Chemistry, University of East Anglia, Norwich Research Park, Norwich NR4 7TJ, UK. p.page@uea.ac.uk.
Org Biomol Chem ; 14(18): 4220-32, 2016 May 04.
Article en En | MEDLINE | ID: mdl-27006303
New biaryl iminium salt catalysts for enantioselective alkene epoxidation containing additional substitution in the heterocyclic ring are reported. The effects upon conformation and enantioselectivity of this additional substitution, and the influence of dihedral angle in these systems, has been investigated using a synthetic approach supported by density functional theory. Enantioselectivities of up to 97% ee were observed.
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Texto completo: 1 Banco de datos: MEDLINE Idioma: En Año: 2016 Tipo del documento: Article
Texto completo
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Texto completo: 1 Banco de datos: MEDLINE Idioma: En Año: 2016 Tipo del documento: Article