Citation
Abdul Rahman, Mohd Basyaruddin and D. Headley, Allan and Dhungana, Kritanjali and M. Omar, Emmy
(2011)
Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins.
Letters in Organic Chemistry, 8 (3).
pp. 170-175.
ISSN 1570-1786; 1875-6255
Abstract
A class of ionic liquid supported (ILS) (S)-pyrrolidine sulfonamide organocatalyst (1c), which was developed earlier in our lab, has been applied to a wider range of Michael addition reaction, involving various aryl-substituted nitroolefins and a series of aldehydes. Catalyst 1c catalyzes Michael additions in which only 2 equivalents of aldehydes to each equivalent of nitroolefin are required. With 10 mol% of ILS catalyst 1c loading, moderate to excellent yields (51- 98%) with moderate enantioselectivities (28-83% ee) and high diastereoselectivities (syn/anti ratio up to 97/3) were obtained. Moreover, the catalyst 1c could be easily recycled and reused for at least 5 times with slightly reduced activities.
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Additional Metadata
Item Type: | Article |
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Divisions: | Faculty of Science |
Publisher: | Bentham Science Publishers |
Keywords: | Asymmetric catalysis; Ionic liquid; Michael addition; Nitroolefins; Aldehydes; Cornerstone; Enantioselective; Organocatalytic; Methyl. |
Depositing User: | Nur Farahin Ramli |
Date Deposited: | 30 Jul 2013 08:43 |
Last Modified: | 02 Oct 2015 02:22 |
URI: | http://psasir.upm.edu.my/id/eprint/25057 |
Statistic Details: | View Download Statistic |
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