Sparr, C., Schweizer, W.B., Senn, H.M. and Gilmour, R. (2009) The fluorine-iminium ion gauche effect: proof of principle and application to asymmetric organocatalysis. Angewandte Chemie (International Edition), 48(17), pp. 3065-3068. (doi: 10.1002/anie.200900405)
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Abstract
The gauche effect that is induced upon reversible formation of an iminium ion (see structure: green F, blue N) provides a powerful method for the preorganization of transient intermediates that are central to secondary amine catalyzed processes. This phenomenon has been exploited in the design of a novel organocatalyst and is showcased in the stereoselective epoxidation of α,β-unsaturated aldehydes.
Item Type: | Articles |
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Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Senn, Dr Hans |
Authors: | Sparr, C., Schweizer, W.B., Senn, H.M., and Gilmour, R. |
Subjects: | Q Science > QD Chemistry |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Angewandte Chemie (International Edition) |
Journal Abbr.: | Angew Chem Int Ed Engl |
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA |
ISSN: | 1433-7851 |
ISSN (Online): | 1521-3773 |
Published Online: | 25 March 2009 |
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