Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins.
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 ad...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English English |
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Bentham Science Publishers
2011
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| Online Access: | http://psasir.upm.edu.my/id/eprint/25057/6/Ionic%20Liquid.pdf |
| _version_ | 1825925700036591616 |
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| author | Abdul Rahman, Mohd Basyaruddin D. Headley, Allan Dhungana, Kritanjali M. Omar, Emmy |
| author_facet | Abdul Rahman, Mohd Basyaruddin D. Headley, Allan Dhungana, Kritanjali M. Omar, Emmy |
| author_sort | Abdul Rahman, Mohd Basyaruddin |
| collection | UPM |
| description | 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. |
| first_indexed | 2024-03-06T08:01:42Z |
| format | Article |
| id | upm.eprints-25057 |
| institution | Universiti Putra Malaysia |
| language | English English |
| last_indexed | 2024-03-06T08:01:42Z |
| publishDate | 2011 |
| publisher | Bentham Science Publishers |
| record_format | dspace |
| spelling | upm.eprints-250572015-10-02T02:22:59Z http://psasir.upm.edu.my/id/eprint/25057/ Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. Abdul Rahman, Mohd Basyaruddin D. Headley, Allan Dhungana, Kritanjali M. Omar, Emmy 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. Bentham Science Publishers 2011-03 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/25057/6/Ionic%20Liquid.pdf 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 http://www.benthamscience.com/ English |
| spellingShingle | Abdul Rahman, Mohd Basyaruddin D. Headley, Allan Dhungana, Kritanjali M. Omar, Emmy Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. |
| title | Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. |
| title_full | Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. |
| title_fullStr | Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. |
| title_full_unstemmed | Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. |
| title_short | Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. |
| title_sort | ionic liquid supported ils s pyrrolidine sulfonamide for asymmetric michael addition reactions of aldehydes with nitroolefins |
| url | http://psasir.upm.edu.my/id/eprint/25057/6/Ionic%20Liquid.pdf |
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