Enantioselective electroreductive alkyne-aldehyde coupling
Abstract Electrocatalytic methods that facilitate the asymmetric reductive coupling of two π-components with complete control over regio-, stereo-, and enantioselectivity remain underexplored. Herein, we report a highly regio- and enantioselective cobaltaelectro-catalyzed alkyne-aldehyde coupling re...
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| Format: | Article |
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Nature Portfolio
2025-07-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-025-60230-5 |
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| author | Xiyang Cao Yuyang Fu Yongsheng Tao Qingquan Lu |
| author_facet | Xiyang Cao Yuyang Fu Yongsheng Tao Qingquan Lu |
| author_sort | Xiyang Cao |
| collection | DOAJ |
| description | Abstract Electrocatalytic methods that facilitate the asymmetric reductive coupling of two π-components with complete control over regio-, stereo-, and enantioselectivity remain underexplored. Herein, we report a highly regio- and enantioselective cobaltaelectro-catalyzed alkyne-aldehyde coupling reaction, in which protons and electrons serve as the hydrogen source and reductant, respectively. Earth-abundant cobalt and air-stable (S,S)−2,3-bis(tert-butylmethylphosphino)quinoxaline (QuinoxP*) are used as the catalyst and ligand, respectively. A series of enantioenriched allylic alcohols can be constructed with excellent regio- (>19:1), stereo- (>19:1 E:Z), and enantioselectivity (up to 98% ee). |
| format | Article |
| id | doaj-art-59dd868a9bbb4fb4944f1651a43b60cf |
| institution | DOAJ |
| issn | 2041-1723 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj-art-59dd868a9bbb4fb4944f1651a43b60cf2025-08-20T03:03:29ZengNature PortfolioNature Communications2041-17232025-07-011611810.1038/s41467-025-60230-5Enantioselective electroreductive alkyne-aldehyde couplingXiyang Cao0Yuyang Fu1Yongsheng Tao2Qingquan Lu3The Institute for Advanced Studies, Wuhan UniversityThe Institute for Advanced Studies, Wuhan UniversityThe Institute for Advanced Studies, Wuhan UniversityThe Institute for Advanced Studies, Wuhan UniversityAbstract Electrocatalytic methods that facilitate the asymmetric reductive coupling of two π-components with complete control over regio-, stereo-, and enantioselectivity remain underexplored. Herein, we report a highly regio- and enantioselective cobaltaelectro-catalyzed alkyne-aldehyde coupling reaction, in which protons and electrons serve as the hydrogen source and reductant, respectively. Earth-abundant cobalt and air-stable (S,S)−2,3-bis(tert-butylmethylphosphino)quinoxaline (QuinoxP*) are used as the catalyst and ligand, respectively. A series of enantioenriched allylic alcohols can be constructed with excellent regio- (>19:1), stereo- (>19:1 E:Z), and enantioselectivity (up to 98% ee).https://doi.org/10.1038/s41467-025-60230-5 |
| spellingShingle | Xiyang Cao Yuyang Fu Yongsheng Tao Qingquan Lu Enantioselective electroreductive alkyne-aldehyde coupling Nature Communications |
| title | Enantioselective electroreductive alkyne-aldehyde coupling |
| title_full | Enantioselective electroreductive alkyne-aldehyde coupling |
| title_fullStr | Enantioselective electroreductive alkyne-aldehyde coupling |
| title_full_unstemmed | Enantioselective electroreductive alkyne-aldehyde coupling |
| title_short | Enantioselective electroreductive alkyne-aldehyde coupling |
| title_sort | enantioselective electroreductive alkyne aldehyde coupling |
| url | https://doi.org/10.1038/s41467-025-60230-5 |
| work_keys_str_mv | AT xiyangcao enantioselectiveelectroreductivealkynealdehydecoupling AT yuyangfu enantioselectiveelectroreductivealkynealdehydecoupling AT yongshengtao enantioselectiveelectroreductivealkynealdehydecoupling AT qingquanlu enantioselectiveelectroreductivealkynealdehydecoupling |