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Visible‐Light‐Induced Photoreductive Generation of Radicals from Epoxides and Aziridines
Abstract
It's a trap! Both epoxides and aziridines substituted by an aryl ketone can be reduced efficiently using visible-light photoredox catalysts. The radicals generated were trapped by allyl sulfones, and formed α-branched β-hydroxy or amino derivatives with high diastereocontrol (see scheme; dtbbpy=4,4′-di-tert-butyl-2,2′-bipyridine, ppy=2-phenylpyridine).
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Citations
Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
You, Y., & Nam, W. (2012) · Chemical Society Reviews · doi:10.1039/c2cs35171d · Cited by 668
Synthetic applications of photoredox catalysis with visible light
Xi, Y., Yi, H., & Lei, A. (2013) · Organic & Biomolecular Chemistry · doi:10.1039/c3ob40137e · Cited by 658
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Desulfonylation via Radical Process: Recent Developments in Organic Synthesis
Chu, X.-Q., Ge, D., Cui, Y.-Y., Shen, Z.-L., & Li, C.-J. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00084 · Cited by 259
Metadata
- Authors
- Larraufie, M., Pellet, R., Fensterbank, L., Goddard, J., Lacôte, E., Malacria, M., & Ollivier, C.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2011-04-12
- Volume
- 50
- Issue
- 19
- Pages
- 4463-4466
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2151665469
- Cited by
- 226
- References
- 0
- FWCI
- 13.92
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Visible‐Light‐Induced Photoreductive Generation of Radicals from Epoxides and Aziridines. https://app.cochat.ai/papers/10.1002/anie.201007571
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- Larraufie, M., Pellet, R., Fensterbank, L., Goddard, J., Lacôte, E., Malacria, M., & Ollivier, C. (2011). Visible‐Light‐Induced Photoreductive Generation of Radicals from Epoxides and Aziridines. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201007571
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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.
