Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction
An approach utilizing N-heterocyclic carbene for nitrile formation and desymmetrization reaction is developed. The process involves kinetic resolution, with the axially chiral aryl monoaldehydes obtained in moderate yields with excellent optical purities. These axially chiral aryl monoaldehydes can...
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sg-ntu-dr.10356-1797932024-08-23T15:31:45Z Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction Cai, Yuanlin Lv, Ya Shu, Liangzhen Jin, Zhichao Chi, Robin Yonggui Li, Tingting School of Chemistry, Chemical Engineering and Biotechnology Chemistry Engineering Cyanides Organic chemistry An approach utilizing N-heterocyclic carbene for nitrile formation and desymmetrization reaction is developed. The process involves kinetic resolution, with the axially chiral aryl monoaldehydes obtained in moderate yields with excellent optical purities. These axially chiral aryl monoaldehydes can be conveniently transformed into functionalized molecules, showing great potential as catalysts in organic chemistry. Ministry of Education (MOE) Nanyang Technological University National Research Foundation (NRF) Published version This work was supported by the National Key Research and Development Program of China (2022YFD1700300); the National Natural Science Foundation of China (22071036); the Program of Introducing Talents of Discipline to Universities of China (111 Program, D20023) at Guizhou University; Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules, Department of Education, Guizhou Province [Qianjiaohe KY (2020)004]; the Guizhou Province First-Class Disciplines Project [(Yiliu Xueke Jianshe Xiangmu)-GNYL(2017)008]; Guizhou University (China); Singapore National Research Foundation under its NRF Investigatorship (NRF-NRFI2016-06) and Competitive Research Program (NRF-CRP22-2019-0002); Ministry of Education, Singapore, under its MOE AcRF Tier 1 Award (RG7/20, RG70/21), MOE AcRF Tier 2 (MOE2019- T2-2-117), and MOE AcRF Tier 3 Award (MOE2018-T3-1-003); a Chair Professorship Grant; and Nanyang Technological University 2024-08-23T00:54:43Z 2024-08-23T00:54:43Z 2024 Journal Article Cai, Y., Lv, Y., Shu, L., Jin, Z., Chi, R. Y. & Li, T. (2024). Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction. Research, 7, 0293-. https://dx.doi.org/10.34133/research.0293 2096-5168 https://hdl.handle.net/10356/179793 10.34133/research.0293 38628355 2-s2.0-85190974435 7 0293 en NRF-NRFI2016-06 NRF-CRP22-2019-0002 RG7/20 RG70/21 MOE2019-T2-2-117 MOE2018-T3-1-003 Research © 2024 Yuanlin Cai et al. Exclusive licensee Science and Technology Review Publishing House. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution License 4.0 (CC BY 4.0). application/pdf |
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Chemistry Engineering Cyanides Organic chemistry Cai, Yuanlin Lv, Ya Shu, Liangzhen Jin, Zhichao Chi, Robin Yonggui Li, Tingting Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| description |
An approach utilizing N-heterocyclic carbene for nitrile formation and desymmetrization reaction is developed. The process involves kinetic resolution, with the axially chiral aryl monoaldehydes obtained in moderate yields with excellent optical purities. These axially chiral aryl monoaldehydes can be conveniently transformed into functionalized molecules, showing great potential as catalysts in organic chemistry. |
| author2 |
School of Chemistry, Chemical Engineering and Biotechnology |
| author_facet |
School of Chemistry, Chemical Engineering and Biotechnology Cai, Yuanlin Lv, Ya Shu, Liangzhen Jin, Zhichao Chi, Robin Yonggui Li, Tingting |
| format |
Article |
| author |
Cai, Yuanlin Lv, Ya Shu, Liangzhen Jin, Zhichao Chi, Robin Yonggui Li, Tingting |
| author_sort |
Cai, Yuanlin |
| title |
Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| title_short |
Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| title_full |
Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| title_fullStr |
Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| title_full_unstemmed |
Access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| title_sort |
access to axially chiral aryl aldehydes via carbene-catalyzed nitrile formation and desymmetrization reaction |
| publishDate |
2024 |
| url |
https://hdl.handle.net/10356/179793 |
| _version_ |
1814047352171790336 |