The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.
Enantioselective Lewis Acid Catalysis in Intramolecular [2+2] Photocycloaddition Reactions of Coumarins
Abstract
Photochemistry goes acidic! In the presence of the chiral Lewis acid catalyst 2 the intramolecular [2+2] photocycloaddition of 4-(alk-4-enyl)coumarins (1) provides the corresponding products 3 with up to four stereogenic centers in a highly chemo- (84–89 % yield) and stereoselective fashion. For R=H, enantioselectivities up to 82 % ee are possible with 50 mol % catalyst 2 and up to 78 % ee with only 20 mol % of catalyst 2.
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Citations
Cites
Asymmetric photochemical reactions in solution
Inoue, Y. (1992) · Chemical Reviews · doi:10.1021/cr00013a001 · Cited by 657
Asymmetric photochemistry in solution
Rau, H. (1983) · Chemical Reviews · doi:10.1021/cr00057a003 · Cited by 336
Cited by
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A Dual-Catalysis Approach to Enantioselective [2 + 2] Photocycloadditions Using Visible Light
Du, J., Skubi, K. L., Schultz, D. M., & Yoon, T. P. (2014) · Science · doi:10.1126/science.1251511 · Cited by 572
Enantioselective photochemistry through Lewis acid–catalyzed triplet energy transfer
Blum, T. R., Miller, Z. D., Bates, D. M., Guzei, I. A., & Yoon, T. P. (2016) · Science · doi:10.1126/science.aai8228 · Cited by 420
Chiral Photocatalyst Structures in Asymmetric Photochemical Synthesis
Genzink, M. J., Kidd, J. B., Swords, W. B., & Yoon, T. P. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00467 · Cited by 420
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Metadata
- Authors
- Guo, H., Herdtweck, E., & Bach, T.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2010-09-10
- Volume
- 49
- Issue
- 42
- Pages
- 7782-7785
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2069931068
- Cited by
- 160
- References
- 2
- FWCI
- 2.05
- Type
- journal article
- Language
- en
- Open access
- closed
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- Guo, H., Herdtweck, E., & Bach, T. (2010). Enantioselective Lewis Acid Catalysis in Intramolecular [2+2] Photocycloaddition Reactions of Coumarins. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201003619
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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