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- Publisher Website: 10.1002/anie.202215891
- Scopus: eid_2-s2.0-85146725979
- WOS: WOS:000919860200001
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Article: A Convergent, Modular Approach to Trifluoromethyl-Bearing 5-Membered Rings via Catalytic C(sp3)−H Activation
| Title | A Convergent, Modular Approach to Trifluoromethyl-Bearing 5-Membered Rings via Catalytic C(sp3)−H Activation |
|---|---|
| Authors | |
| Keywords | Asymmetric Catalysis Carbenes C−H Activation Diazo Compounds Trifluoromethyl |
| Issue Date | 24-Jan-2023 |
| Publisher | Wiley |
| Citation | Angewandte Chemie International Edition, 2023, v. 62, n. 9 How to Cite? |
| Abstract | A modular approach to access CF3-bearing 5-membered carbo- and heterocycles via catalytic C (sp3)−H insertion is demonstrated. In the case of carbocycles, an asymmetric benzylic C−H insertion process allowed to reach high regio-, diastereo- and enantioselectivities. This protocol can be applied to the synthesis of chiral CF3 analogues of medicinal agents and natural products. The origin of selectivity was investigated by DFT calculations. |
| Persistent Identifier | http://hdl.handle.net/10722/331349 |
| ISSN | 2023 Impact Factor: 16.1 2023 SCImago Journal Rankings: 5.300 |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Wu, Kai | - |
| dc.contributor.author | Zhang, Xuyang | - |
| dc.contributor.author | Wu, Liang‐Liang | - |
| dc.contributor.author | Huang, Jie‐Sheng | - |
| dc.contributor.author | Che, Chi‐Ming | - |
| dc.date.accessioned | 2023-09-21T06:54:56Z | - |
| dc.date.available | 2023-09-21T06:54:56Z | - |
| dc.date.issued | 2023-01-24 | - |
| dc.identifier.citation | Angewandte Chemie International Edition, 2023, v. 62, n. 9 | - |
| dc.identifier.issn | 1433-7851 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/331349 | - |
| dc.description.abstract | <p>A modular approach to access CF<sub>3</sub>-bearing 5-membered carbo- and heterocycles via catalytic C (sp<sup>3</sup>)−H insertion is demonstrated. In the case of carbocycles, an asymmetric benzylic C−H insertion process allowed to reach high regio-, diastereo- and enantioselectivities. This protocol can be applied to the synthesis of chiral CF<sub>3</sub> analogues of medicinal agents and natural products. The origin of selectivity was investigated by DFT calculations.<br></p> | - |
| dc.language | eng | - |
| dc.publisher | Wiley | - |
| dc.relation.ispartof | Angewandte Chemie International Edition | - |
| dc.rights | This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License. | - |
| dc.subject | Asymmetric Catalysis | - |
| dc.subject | Carbenes | - |
| dc.subject | C−H Activation | - |
| dc.subject | Diazo Compounds | - |
| dc.subject | Trifluoromethyl | - |
| dc.title | A Convergent, Modular Approach to Trifluoromethyl-Bearing 5-Membered Rings via Catalytic C(sp3)−H Activation | - |
| dc.type | Article | - |
| dc.identifier.doi | 10.1002/anie.202215891 | - |
| dc.identifier.scopus | eid_2-s2.0-85146725979 | - |
| dc.identifier.volume | 62 | - |
| dc.identifier.issue | 9 | - |
| dc.identifier.eissn | 1521-3773 | - |
| dc.identifier.isi | WOS:000919860200001 | - |
| dc.identifier.issnl | 1433-7851 | - |