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

Bulman Page, PC, Bartlett, CJ, Chan, Y, Allin, SM ORCID: 0000-0001-5198-9339, McKenzie, MJ, Lacour, J and Jones, GA, 2016. New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle. Organic & Biomolecular Chemistry, 14 (18), pp. 4220-4232. ISSN 1477-0520

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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.

Item Type: Journal article
Publication Title: Organic & Biomolecular Chemistry
Creators: Bulman Page, P.C., Bartlett, C.J., Chan, Y., Allin, S.M., McKenzie, M.J., Lacour, J. and Jones, G.A.
Publisher: Royal Society of Chemistry
Date: 2016
Volume: 14
Number: 18
ISSN: 1477-0520
Identifiers:
NumberType
10.1039/C6OB00542JDOI
Divisions: Schools > School of Science and Technology
Depositing User: Linda Sullivan
Date Added: 13 May 2016 10:30
Last Modified: 09 Jun 2017 14:02
URI: http://irep.ntu.ac.uk/id/eprint/27781

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