N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
A chiral N-heterocyclic carbene (NHC)-catalyzed Diels–Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up...
| 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/10356/97434 http://hdl.handle.net/10220/10604 |
| _version_ | 1811682247068090368 |
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| author | Yang, Limin Wang, Fei Chua, Pei Juan Lv, Yunbo Zhong, Liang-Jun Zhong, Guofu |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Yang, Limin Wang, Fei Chua, Pei Juan Lv, Yunbo Zhong, Liang-Jun Zhong, Guofu |
| author_sort | Yang, Limin |
| collection | NTU |
| description | A chiral N-heterocyclic carbene (NHC)-catalyzed Diels–Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up to >99% ee). |
| first_indexed | 2024-10-01T03:53:48Z |
| format | Journal Article |
| id | ntu-10356/97434 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T03:53:48Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | ntu-10356/974342020-03-07T12:34:43Z N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles Yang, Limin Wang, Fei Chua, Pei Juan Lv, Yunbo Zhong, Liang-Jun Zhong, Guofu School of Physical and Mathematical Sciences A chiral N-heterocyclic carbene (NHC)-catalyzed Diels–Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up to >99% ee). 2013-06-25T03:48:55Z 2019-12-06T19:42:45Z 2013-06-25T03:48:55Z 2019-12-06T19:42:45Z 2012 2012 Journal Article Yang, L., Wang, F., Chua, P. J., Lv, Y., Zhong, L.-J., & Zhong, G. (2012). N-Heterocyclic Carbene (NHC)-Catalyzed Highly Diastereo- and Enantioselective Oxo-Diels–Alder Reactions for Synthesis of Fused Pyrano[2,3-b]indoles. Organic Letters, 14(11), 2894-2897. 1523-7060 https://hdl.handle.net/10356/97434 http://hdl.handle.net/10220/10604 10.1021/ol301175z en Organic letters © 2012 American Chemical Society. |
| spellingShingle | Yang, Limin Wang, Fei Chua, Pei Juan Lv, Yunbo Zhong, Liang-Jun Zhong, Guofu N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles |
| title | N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles |
| title_full | N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles |
| title_fullStr | N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles |
| title_full_unstemmed | N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles |
| title_short | N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles |
| title_sort | n heterocyclic carbene nhc catalyzed highly diastereo and enantioselective oxo diels alder reactions for synthesis of fused pyrano 2 3 b indoles |
| url | https://hdl.handle.net/10356/97434 http://hdl.handle.net/10220/10604 |
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