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Total Synthesis of (+)‐Gliocladin C Enabled by Visible‐Light Photoredox Catalysis
Open accessAbstract
Lighting the way: In a 10-step total synthesis of the title compound, visible-light photoredox catalysis enabled the construction of the key bond by facilitating the direct coupling of a pyrroloindoline-derived radical with a substituted indole (see scheme; Boc=tert-butyloxycarbonyl, Cbz=benzyloxycarbonyl, DMF=N,N′-dimethylformamide). This represents the first implementation of visible-light photoredox catalysis in a total synthesis.
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Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
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
Strategic Use of Visible-Light Photoredox Catalysis in Natural Product Synthesis
Pitre, S. P., & Overman, L. E. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00247 · Cited by 486
Cheng, Y., Yang, J., Qu, Y., & Li, P. (2012) · Organic Letters · doi:10.1021/ol2028866 · Cited by 284
Metadata
- Authors
- Furst, L., Narayanam, J. M. R., & Stephenson, C. R. J.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2011-07-12
- Volume
- 50
- Issue
- 41
- Pages
- 9655-9659
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W1983027586
- Cited by
- 270
- References
- 0
- FWCI
- 15.41
- Type
- journal article
- Language
- en
- Open access
- green
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- Furst, L., Narayanam, J. M. R., & Stephenson, C. R. J. (2011). Total Synthesis of (+)‐Gliocladin C Enabled by Visible‐Light Photoredox Catalysis. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201103145
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