Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
A highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2016-04-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.12.72 |
| _version_ | 1818413053105930240 |
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| author | Qiao-Wen Jin Zhuo Chai You-Ming Huang Gang Zou Gang Zhao |
| author_facet | Qiao-Wen Jin Zhuo Chai You-Ming Huang Gang Zou Gang Zhao |
| author_sort | Qiao-Wen Jin |
| collection | DOAJ |
| description | A highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were obtained in high yields and with up to 98% ee. |
| first_indexed | 2024-12-14T10:57:05Z |
| format | Article |
| id | doaj.art-8cabfd42b31441ffaad862b75f55403c |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-14T10:57:05Z |
| publishDate | 2016-04-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-8cabfd42b31441ffaad862b75f55403c2022-12-21T23:04:53ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-04-0112172573110.3762/bjoc.12.721860-5397-12-72Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalystsQiao-Wen Jin0Zhuo Chai1You-Ming Huang2Gang Zou3Gang Zhao4Laboratory of Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People’s Republic of ChinaKey Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People’s Republic of ChinaKey Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People’s Republic of ChinaLaboratory of Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People’s Republic of ChinaKey Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People’s Republic of ChinaA highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were obtained in high yields and with up to 98% ee.https://doi.org/10.3762/bjoc.12.723-aminooxindolesasymmetric catalysisphosphine catalysttetrasubstituted stereogenic carbon centers |
| spellingShingle | Qiao-Wen Jin Zhuo Chai You-Ming Huang Gang Zou Gang Zhao Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts Beilstein Journal of Organic Chemistry 3-aminooxindoles asymmetric catalysis phosphine catalyst tetrasubstituted stereogenic carbon centers |
| title | Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts |
| title_full | Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts |
| title_fullStr | Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts |
| title_full_unstemmed | Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts |
| title_short | Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts |
| title_sort | asymmetric α amination of 3 substituted oxindoles using chiral bifunctional phosphine catalysts |
| topic | 3-aminooxindoles asymmetric catalysis phosphine catalyst tetrasubstituted stereogenic carbon centers |
| url | https://doi.org/10.3762/bjoc.12.72 |
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