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

Bulman Page, Philip, Bartlett, Christopher, Chan, Yohan, Allin, Steven, McKenzie, Michael, Lacour, Jérôme and Jones, Garth (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: Article
Additional Information: This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.
Faculty \ School: Faculty of Science > School of Chemistry
UEA Research Groups: Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017)
Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Faculty of Science > Research Groups > Chemistry of Light and Energy
Faculty of Science > Research Groups > Centre for Photonics and Quantum Science
Depositing User: Pure Connector
Date Deposited: 01 Apr 2016 10:13
Last Modified: 09 Feb 2023 13:43
URI: https://ueaeprints.uea.ac.uk/id/eprint/58042
DOI: 10.1039/C6OB00542J

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