N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals
An N-heterocyclic carbene-catalyzed β-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to β-hydroxyl...
| Main Authors: | , , , , , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2016
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/80814 http://hdl.handle.net/10220/40626 |
| _version_ | 1826119834052591616 |
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| author | Zhang, Yuexia Du, Yu Huang, Zhijian Xu, Jianfeng Wu, Xingxing Wang, Yuhuang Wang, Ming Yang, Song Webster, Richard D. Chi, Robin Yonggui |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Zhang, Yuexia Du, Yu Huang, Zhijian Xu, Jianfeng Wu, Xingxing Wang, Yuhuang Wang, Ming Yang, Song Webster, Richard D. Chi, Robin Yonggui |
| author_sort | Zhang, Yuexia |
| collection | NTU |
| description | An N-heterocyclic carbene-catalyzed β-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to β-hydroxyl esters that are widely found in natural products and bioactive molecules. |
| first_indexed | 2024-10-01T05:06:36Z |
| format | Journal Article |
| id | ntu-10356/80814 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T05:06:36Z |
| publishDate | 2016 |
| record_format | dspace |
| spelling | ntu-10356/808142020-03-07T12:31:27Z N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals Zhang, Yuexia Du, Yu Huang, Zhijian Xu, Jianfeng Wu, Xingxing Wang, Yuhuang Wang, Ming Yang, Song Webster, Richard D. Chi, Robin Yonggui School of Physical and Mathematical Sciences Chemistry and Biological Chemistry An N-heterocyclic carbene-catalyzed β-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to β-hydroxyl esters that are widely found in natural products and bioactive molecules. NRF (Natl Research Foundation, S’pore) 2016-06-07T05:59:29Z 2019-12-06T13:59:31Z 2016-06-07T05:59:29Z 2019-12-06T13:59:31Z 2015 2015 Journal Article Zhang, Y., Du, Y., Huang, Z., Xu, J., Wu, X., Wang, Y., et al. (2015). N-Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β-Hydroxylation of Enals. Journal of the American Chemical Society, 137(7), 2416-2419. 0002-7863 https://hdl.handle.net/10356/80814 http://hdl.handle.net/10220/40626 10.1021/ja511371a 184173 en Journal of the American Chemical Society © 2015 American Chemical Society (ACS). 4 p. |
| spellingShingle | Chemistry and Biological Chemistry Zhang, Yuexia Du, Yu Huang, Zhijian Xu, Jianfeng Wu, Xingxing Wang, Yuhuang Wang, Ming Yang, Song Webster, Richard D. Chi, Robin Yonggui N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals |
| title | N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals |
| title_full | N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals |
| title_fullStr | N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals |
| title_full_unstemmed | N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals |
| title_short | N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals |
| title_sort | n heterocyclic carbene catalyzed radical reactions for highly enantioselective β hydroxylation of enals |
| topic | Chemistry and Biological Chemistry |
| url | https://hdl.handle.net/10356/80814 http://hdl.handle.net/10220/40626 |
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