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...
| Main Authors: | , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2013
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| Online Access: | https://hdl.handle.net/10356/97333 http://hdl.handle.net/10220/10599 |
| _version_ | 1826117086494064640 |
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| author | Vedachalam, Seenuvasan Tan, Shi Min Teo, Hui Ping Cai, Shuting Liu, Xue-Wei |
| author2 | 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 |
| author_sort | Vedachalam, Seenuvasan |
| collection | NTU |
| description | 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. |
| first_indexed | 2024-10-01T04:21:59Z |
| format | Journal Article |
| id | ntu-10356/97333 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T04:21:59Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | ntu-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. |
| 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 |
| title | 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_short | 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 |
| url | https://hdl.handle.net/10356/97333 http://hdl.handle.net/10220/10599 |
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