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).
| 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/10356/97571 http://hdl.handle.net/10220/10587 |
| _version_ | 1811688424580579328 |
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| author | Lv, Hui Tiwari, Bhoopendra Mo, Junming Xing, Chong Chi, Robin Yonggui |
| 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 |
| author_sort | Lv, Hui |
| collection | NTU |
| 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). |
| first_indexed | 2024-10-01T05:31:59Z |
| format | Journal Article |
| id | ntu-10356/97571 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T05:31:59Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | ntu-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. |
| 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 |
| title | 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_short | 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 |
| url | https://hdl.handle.net/10356/97571 http://hdl.handle.net/10220/10587 |
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