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Enantioselective Catalysis of Photochemical Reactions
Abstract
The nature of the excited state renders the development of chiral catalysts for enantioselective photochemical reactions a considerable challenge. The absorption of a 400 nm photon corresponds to an energy uptake of approximately 300 kJ mol−1. Given the large distance to the ground state, innovative concepts are required to open reaction pathways that selectively lead to a single enantiomer of the desired product. This Review outlines the two major concepts of homogenously catalyzed enantioselective processes. The first part deals with chiral photocatalysts, which intervene in the photochemical key step and induce an asymmetric induction in this step. In the second part, reactions are presented in which the photochemical excitation is mediated by an achiral photocatalyst and the transfer of chirality is ensured by a second chiral catalyst (dual catalysis).
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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
Supramolecular Photochemistry as a Potential Synthetic Tool: Photocycloaddition
Ramamurthy, V., & Sivaguru, J. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00040 · Cited by 459
Yin, Y., Dai, Y., Jia, H., Li, J., Bu, L., Qiao, B., Zhao, X., & Jiang, Z. (2018) · Journal of the American Chemical Society · doi:10.1021/jacs.8b01575 · 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
Self-citationAhuja, S., Jockusch, S., Ugrinov, A., & Sivaguru, J. (2020) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201901157 · Cited by 21
Metadata
- Authors
- Brimioulle, R., Lenhart, D., Maturi, M. M., & Bach, T.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2015-02-27
- Volume
- 54
- Issue
- 13
- Pages
- 3872-3890
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W1990586799
- Cited by
- 646
- References
- 1
- FWCI
- 35.06
- Type
- journal article
- Language
- en
- Open access
- closed
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- Brimioulle, R., Lenhart, D., Maturi, M. M., & Bach, T. (2015). Enantioselective Catalysis of Photochemical Reactions. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201411409
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