N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction
Described herein is the first example of an organocatalytic approach for acylanion addition to the anomeric carbon of 2-nitroglucal using an N-heterocyclic carbene catalyst. Control over the reaction conditions gives β-selective and nitro-eliminated C-glycosides, providing opportunities to produce n...
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sg-ntu-dr.10356-973332020-03-07T12:34:43Z N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction Vedachalam, Seenuvasan Tan, Shi Min Teo, Hui Ping Cai, Shuting Liu, Xue-Wei School of Physical and Mathematical Sciences Described herein is the first example of an organocatalytic approach for acylanion addition to the anomeric carbon of 2-nitroglucal using an N-heterocyclic carbene catalyst. Control over the reaction conditions gives β-selective and nitro-eliminated C-glycosides, providing opportunities to produce new classes of C-glycoside. 2013-06-25T03:33:09Z 2019-12-06T19:41:35Z 2013-06-25T03:33:09Z 2019-12-06T19:41:35Z 2011 2011 Journal Article Vedachalam, S., Tan, S. M., Teo, H. P., Cai, S., & Liu, X.-W. (2012). N-Heterocyclic Carbene Catalyzed C-Glycosylation: A Concise Approach from Stetter Reaction. Organic Letters, 14(1), 174-177. 1523-7060 https://hdl.handle.net/10356/97333 http://hdl.handle.net/10220/10599 10.1021/ol202959y en Organic letters © 2011 American Chemical Society. |
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Described herein is the first example of an organocatalytic approach for acylanion addition to the anomeric carbon of 2-nitroglucal using an N-heterocyclic carbene catalyst. Control over the reaction conditions gives β-selective and nitro-eliminated C-glycosides, providing opportunities to produce new classes of C-glycoside. |
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School of Physical and Mathematical Sciences |
| author_facet |
School of Physical and Mathematical Sciences Vedachalam, Seenuvasan Tan, Shi Min Teo, Hui Ping Cai, Shuting Liu, Xue-Wei |
| format |
Article |
| author |
Vedachalam, Seenuvasan Tan, Shi Min Teo, Hui Ping Cai, Shuting Liu, Xue-Wei |
| spellingShingle |
Vedachalam, Seenuvasan Tan, Shi Min Teo, Hui Ping Cai, Shuting Liu, Xue-Wei N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction |
| author_sort |
Vedachalam, Seenuvasan |
| title |
N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction |
| title_short |
N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction |
| title_full |
N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction |
| title_fullStr |
N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction |
| title_full_unstemmed |
N-heterocyclic carbene catalyzed C-glycosylation : a concise approach from Stetter reaction |
| title_sort |
n-heterocyclic carbene catalyzed c-glycosylation : a concise approach from stetter reaction |
| publishDate |
2013 |
| url |
https://hdl.handle.net/10356/97333 http://hdl.handle.net/10220/10599 |
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1681038899906871296 |