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Direct Visible-Light-Excited Asymmetric Lewis Acid Catalysis of Intermolecular [2+2] Photocycloadditions
Open accessAbstract
A reaction design is reported in which a substrate-bound chiral Lewis acid complex absorbs visible light and generates an excited state that directly reacts with a cosubstrate in a highly stereocontrolled fashion. Specifically, a chiral rhodium complex catalyzes visible-light-activated intermolecular [2+2] cycloadditions, providing a wide range of cyclobutanes with up to >99% ee and up to >20:1 d.r. Noteworthy is the ability to create vicinal all-carbon-quaternary stereocenters including spiro centers in an intermolecular fashion.
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Citations
Cites
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Cited by
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Zhu, M., Zheng, C., Zhang, X., & You, S.-L. (2019) · Journal of the American Chemical Society · doi:10.1021/jacs.8b12965 · Cited by 298
Metadata
- Authors
- Huang, X., Quinn, T. R., Harms, K., Webster, R. D., Zhang, L., Wiest, O., & Meggers, E.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2017-06-23
- Volume
- 139
- Issue
- 27
- Pages
- 9120-9123
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2706247854
- Cited by
- 269
- References
- 1
- FWCI
- 11.83
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- CoChat. (2026). Citation check: Direct Visible-Light-Excited Asymmetric Lewis Acid Catalysis of Intermolecular [2+2] Photocycloadditions. https://app.cochat.ai/papers/10.1021/jacs.7b04363
- The paper
- Huang, X., Quinn, T. R., Harms, K., Webster, R. D., Zhang, L., Wiest, O., & Meggers, E. (2017). Direct Visible-Light-Excited Asymmetric Lewis Acid Catalysis of Intermolecular [2+2] Photocycloadditions. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.7b04363
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
