Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides
Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant t...
| Main Authors: | , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2022
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/161719 |
| _version_ | 1826123687406862336 |
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| author | Liu, Rui-Hua Shan, Qi-Chao Gao, Ya Loh, Teck-Peng Hu, Xu-Hong |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Liu, Rui-Hua Shan, Qi-Chao Gao, Ya Loh, Teck-Peng Hu, Xu-Hong |
| author_sort | Liu, Rui-Hua |
| collection | NTU |
| description | Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance. |
| first_indexed | 2024-10-01T06:08:24Z |
| format | Journal Article |
| id | ntu-10356/161719 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T06:08:24Z |
| publishDate | 2022 |
| record_format | dspace |
| spelling | ntu-10356/1617192022-09-16T05:47:51Z Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides Liu, Rui-Hua Shan, Qi-Chao Gao, Ya Loh, Teck-Peng Hu, Xu-Hong School of Physical and Mathematical Sciences Science::Chemistry Enamides Sulfoxonium Ylides Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance. We are grateful to the National Natural Science Foundation of China (No. 21702106), the Natural Science Foundation of Jiangsu Province (No. BK20170967), and the Start-up Grant from Nanjing Tech University (No. 39839101) for financial support. 2022-09-16T05:47:50Z 2022-09-16T05:47:50Z 2020 Journal Article Liu, R., Shan, Q., Gao, Y., Loh, T. & Hu, X. (2020). Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides. Chinese Chemical Letters, 32(4), 1411-1414. https://dx.doi.org/10.1016/j.cclet.2020.10.007 1001-8417 https://hdl.handle.net/10356/161719 10.1016/j.cclet.2020.10.007 2-s2.0-85093935474 4 32 1411 1414 en Chinese Chemical Letters © 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved. |
| spellingShingle | Science::Chemistry Enamides Sulfoxonium Ylides Liu, Rui-Hua Shan, Qi-Chao Gao, Ya Loh, Teck-Peng Hu, Xu-Hong Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides |
| title | Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides |
| title_full | Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides |
| title_fullStr | Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides |
| title_full_unstemmed | Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides |
| title_short | Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides |
| title_sort | access to multi functionalized oxazolines via silver catalyzed heteroannulation of enamides with sulfoxonium ylides |
| topic | Science::Chemistry Enamides Sulfoxonium Ylides |
| url | https://hdl.handle.net/10356/161719 |
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