Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams
An N-heterocyclic carbene (NHC)-catalyzed annulation reaction of isatin N-Boc ketimines and enals is developed for the synthesis of spirocyclic oxindole-γ-lactams bearing one quaternary chiral center in good yields and excellent stereoselectivities (up to >20:1 dr and 99% ee).
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2013
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| Online Access: | https://hdl.handle.net/10356/97571 http://hdl.handle.net/10220/10587 |
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sg-ntu-dr.10356-975712020-03-07T12:34:44Z Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams Lv, Hui Tiwari, Bhoopendra Mo, Junming Xing, Chong Chi, Robin Yonggui School of Physical and Mathematical Sciences An N-heterocyclic carbene (NHC)-catalyzed annulation reaction of isatin N-Boc ketimines and enals is developed for the synthesis of spirocyclic oxindole-γ-lactams bearing one quaternary chiral center in good yields and excellent stereoselectivities (up to >20:1 dr and 99% ee). 2013-06-25T02:49:55Z 2019-12-06T19:44:11Z 2013-06-25T02:49:55Z 2019-12-06T19:44:11Z 2012 2012 Journal Article Lv, H., Tiwari, B., Mo, J., Xing, C., & Chi, Y. R. (2012). Highly Enantioselective Addition of Enals to Isatin-Derived Ketimines Catalyzed by N-Heterocyclic Carbenes: Synthesis of Spirocyclic γ-Lactams. Organic Letters, 14(21), 5412-5415. 1523-7060 https://hdl.handle.net/10356/97571 http://hdl.handle.net/10220/10587 10.1021/ol302475g 173627 en Organic letters © 2012 American Chemical Society. |
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| description |
An N-heterocyclic carbene (NHC)-catalyzed annulation reaction of isatin N-Boc ketimines and enals is developed for the synthesis of spirocyclic oxindole-γ-lactams bearing one quaternary chiral center in good yields and excellent stereoselectivities (up to >20:1 dr and 99% ee). |
| author2 |
School of Physical and Mathematical Sciences |
| author_facet |
School of Physical and Mathematical Sciences Lv, Hui Tiwari, Bhoopendra Mo, Junming Xing, Chong Chi, Robin Yonggui |
| format |
Article |
| author |
Lv, Hui Tiwari, Bhoopendra Mo, Junming Xing, Chong Chi, Robin Yonggui |
| spellingShingle |
Lv, Hui Tiwari, Bhoopendra Mo, Junming Xing, Chong Chi, Robin Yonggui Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| author_sort |
Lv, Hui |
| title |
Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| title_short |
Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| title_full |
Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| title_fullStr |
Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| title_full_unstemmed |
Highly enantioselective addition of enals to isatin-derived ketimines catalyzed by N-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| title_sort |
highly enantioselective addition of enals to isatin-derived ketimines catalyzed by n-heterocyclic carbenes : synthesis of spirocyclic γ-lactams |
| publishDate |
2013 |
| url |
https://hdl.handle.net/10356/97571 http://hdl.handle.net/10220/10587 |
| _version_ |
1681041723263811584 |