Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides
Pyrones are important structural units in natural products and synthetic functional molecules. Here, we report a carbene-catalyzed oxidative [3+3] cycloaddition reaction between enals and nitrogen ylides for quick access to 2-pyrones. Inexpensive and easily prepared 2′-pyridinium acetophenone bromid...
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sg-ntu-dr.10356-1377782023-02-28T19:46:59Z Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides Zheng, Pengcheng Li, Chengcheng Mou, Chengli Pan, Dingwu Wu, Shuquan Xue, Wei Jin, Zhichao Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry::Organic chemistry NHC Catalysis Enals Pyrones are important structural units in natural products and synthetic functional molecules. Here, we report a carbene-catalyzed oxidative [3+3] cycloaddition reaction between enals and nitrogen ylides for quick access to 2-pyrones. Inexpensive and easily prepared 2′-pyridinium acetophenone bromide salts are used as precursors of pyridinium ylides to react with enals in our catalytic reactions. NRF (Natl Research Foundation, S’pore) ASTAR (Agency for Sci., Tech. and Research, S’pore) MOE (Min. of Education, S’pore) Accepted version 2020-04-14T07:21:32Z 2020-04-14T07:21:32Z 2019 Journal Article Zheng, P., Li, C., Mou, C., Pan, D., Wu, S., Xue, W., … Chi, R. Y. (2019). Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides. Asian Journal of Organic Chemistry, 8(7), 1067-1070. doi:10.1002/ajoc.201900153 2193-5807 https://hdl.handle.net/10356/137778 10.1002/ajoc.201900153 2-s2.0-85065666042 7 8 1067 1070 en Asian Journal of Organic Chemistry This is the peer reviewed version of the following article: Zheng, P., Li, C., Mou, C., Pan, D., Wu, S., Xue, W., … Chi, R. Y. (2019). Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides. Asian Journal of Organic Chemistry, 8(7), 1067-1070, which has been published in final form at https://doi.org/10.1002/ajoc.201900153. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. application/pdf |
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Science::Chemistry::Organic chemistry NHC Catalysis Enals Zheng, Pengcheng Li, Chengcheng Mou, Chengli Pan, Dingwu Wu, Shuquan Xue, Wei Jin, Zhichao Chi, Robin Yonggui Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| description |
Pyrones are important structural units in natural products and synthetic functional molecules. Here, we report a carbene-catalyzed oxidative [3+3] cycloaddition reaction between enals and nitrogen ylides for quick access to 2-pyrones. Inexpensive and easily prepared 2′-pyridinium acetophenone bromide salts are used as precursors of pyridinium ylides to react with enals in our catalytic reactions. |
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School of Physical and Mathematical Sciences |
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School of Physical and Mathematical Sciences Zheng, Pengcheng Li, Chengcheng Mou, Chengli Pan, Dingwu Wu, Shuquan Xue, Wei Jin, Zhichao Chi, Robin Yonggui |
| format |
Article |
| author |
Zheng, Pengcheng Li, Chengcheng Mou, Chengli Pan, Dingwu Wu, Shuquan Xue, Wei Jin, Zhichao Chi, Robin Yonggui |
| author_sort |
Zheng, Pengcheng |
| title |
Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| title_short |
Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| title_full |
Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| title_fullStr |
Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| title_full_unstemmed |
Efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| title_sort |
efficient access to 2-pyrones via carbene-catalyzed oxidative [3+3] reactions between enals and nitrogen ylides |
| publishDate |
2020 |
| url |
https://hdl.handle.net/10356/137778 |
| _version_ |
1759853116907323392 |