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Asymmetric α-Photoalkylation of β-Ketocarbonyls by Primary Amine Catalysis: Facile Access to Acyclic All-Carbon Quaternary Stereocenters
Abstract
We describe the direct construction of all-carbon quaternary stereocenters via α-photoalkylation of β-ketocarbonyls with high efficacy and enantioselectivities by merging photoredox catalysis and primary amine catalysis. The open-shell photoradical approach enables asymmetric α-alkylations that are difficult under thermal conditions.
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Cited by
Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy
Pham, T. C., Nguyen, V.-N., Choi, Y., Lee, S., & Yoon, J. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00381 · Cited by 1,813
All-carbon quaternary centers in natural products and medicinal chemistry: recent advances
Ling, T., & Rivas, F. (2016) · Tetrahedron · doi:10.1016/j.tet.2016.09.002 · Cited by 312
Iminium and enamine catalysis in enantioselective photochemical reactions
Zou, Y.-Q., Hörmann, F. M., & Bach, T. (2018) · Chemical Society Reviews · doi:10.1039/c7cs00509a · Cited by 282
Metadata
- Authors
- Zhu, Y., Zhang, L., & Luo, S.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-09-19
- Volume
- 136
- Issue
- 42
- Pages
- 14642-14645
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2316727237
- Cited by
- 223
- References
- 0
- FWCI
- 12.00
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Asymmetric α-Photoalkylation of β-Ketocarbonyls by Primary Amine Catalysis: Facile Access to Acyclic All-Carbon Quaternary Stereocenters. https://app.cochat.ai/papers/10.1021/ja508605a
- The paper
- Zhu, Y., Zhang, L., & Luo, S. (2014). Asymmetric α-Photoalkylation of β-Ketocarbonyls by Primary Amine Catalysis: Facile Access to Acyclic All-Carbon Quaternary Stereocenters. Journal of the American Chemical Society. https://doi.org/10.1021/ja508605a
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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
