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Issue 18, 2016
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New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle

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Abstract

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.

Graphical abstract: New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle

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Publication details

The article was received on 11 Mar 2016, accepted on 15 Mar 2016 and first published on 16 Mar 2016


Article type: Paper
DOI: 10.1039/C6OB00542J
Citation: Org. Biomol. Chem., 2016,14, 4220-4232
  • Open access: Creative Commons BY-NC license
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    New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle

    P. C. Bulman Page, C. J. Bartlett, Y. Chan, S. M. Allin, M. J. McKenzie, J. Lacour and G. A. Jones, Org. Biomol. Chem., 2016, 14, 4220
    DOI: 10.1039/C6OB00542J

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