The DOI matches its Crossref record; 14 of the 14 references it cites were found in a registry or an index.
Catalytic Asymmetric α-Acylation of Tertiary Amines Mediated by a Dual Catalysis Mode: N-Heterocyclic Carbene and Photoredox Catalysis
Open accessAbstract
Cross-coupling reactions are among the most widely utilized methods for C-C bond formation; however, the requirement of preactivated starting materials still presents a major limitation. Methods that take direct advantage of the inherent reactivity of the C-H bond offer an efficient alternative to these methods, negating the requirement for substrate preactivation. In this process, two chemically distinct activation events culminate in the formation of the desired C-C bond with loss of H(2) as the only byproduct. Herein we report the catalytic asymmetric α-acylation of tertiary amines with aldehydes facilitated by the combination of chiral N-heterocyclic carbene catalysis and photoredox catalysis.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Metal‐Catalyzed Cross‐Coupling Reactions
(2004) · Wiley eBooks · doi:10.1002/9783527619535 · Cited by 4,267
Visible light photoredox catalysis: applications in organic synthesis
Narayanam, J. M. R., & Stephenson, C. R. J. (2011) · Chem. Soc. Rev. · doi:10.1039/b913880n · Cited by 4,161
Yeung, C. S., & Dong, V. M. (2011) · Chemical Reviews · doi:10.1021/cr100280d · Cited by 3,857
Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes
Nicewicz, D. A., & MacMillan, D. W. C. (2008) · Science · doi:10.1126/science.1161976 · Cited by 2,489
Photosensitization by reversible electron transfer: theories, experimental evidence, and examples
Kavarnos, G. J., & Turro, N. J. (1986) · Chemical Reviews · doi:10.1021/cr00072a005 · Cited by 1,494
The Catalytic Cross-Coupling of Unactivated Arenes
Stuart, D. R., & Fagnou, K. (2007) · Science · doi:10.1126/science.1141956 · Cited by 1,018
The Photochemistry of the Future
Ciamician, G. (1912) · Science · doi:10.1126/science.36.926.385 · Cited by 1,006
Photochemistry and Photophysics of Coordination Compounds: Ruthenium
Campagna, S., Puntoriero, F., Nastasi, F., Bergamini, G., & Balzani, V. (2007) · Topics in Current Chemistry · doi:10.1007/128_2007_133 · Cited by 842
Visible-Light Photoredox Catalysis: Aza-Henry Reactions via C−H Functionalization
Condie, A. G., González-Gómez, J. C., & Stephenson, C. R. J. (2010) · Journal of the American Chemical Society · doi:10.1021/ja909145y · Cited by 822
Bock, C. R., Connor, J. A., Gutierrez, A. R., Meyer, T. J., Whitten, D. G., Sullivan, B. P., & Nagle, J. K. (1979) · Journal of the American Chemical Society · doi:10.1021/ja00511a007 · Cited by 498
Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Photoredox Catalysis in Organic Chemistry
Shaw, M. H., Twilton, J., & MacMillan, D. W. C. (2016) · The Journal of Organic Chemistry · doi:10.1021/acs.joc.6b01449 · Cited by 3,186
Dual Catalysis Strategies in Photochemical Synthesis
Skubi, K. L., Blum, T. R., & Yoon, T. P. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00018 · Cited by 2,686
Triplet photosensitizers: from molecular design to applications
Zhao, J., Wu, W., Sun, J., & Guo, S. (2013) · Chemical Society Reviews · doi:10.1039/c3cs35531d · Cited by 1,579
Photoredox-Catalyzed C–H Functionalization Reactions
Holmberg-Douglas, N., & Nicewicz, D. A. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00311 · Cited by 989
Organocatalysis in Inert C–H Bond Functionalization
Qin, Y., Zhu, L., & Luo, S. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00657 · Cited by 785
Beatty, J. W., & Stephenson, C. R. J. (2015) · Accounts of Chemical Research · doi:10.1021/acs.accounts.5b00068 · Cited by 730
Combining transition metal catalysis and organocatalysis – an update
Du, Z., & Shao, Z. (2013) · Chem. Soc. Rev. · doi:10.1039/c2cs35258c · Cited by 706
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
Enantioselective Catalysis of Photochemical Reactions
Brimioulle, R., Lenhart, D., Maturi, M. M., & Bach, T. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201411409 · Cited by 646
Asymmetric photoredox transition-metal catalysis activated by visible light
Huo, H., Shen, X., Wang, C., Zhang, L., Röse, P., Chen, L.-A., Harms, K., Marsch, M., Hilt, G., & Meggers, E. (2014) · Nature · doi:10.1038/nature13892 · Cited by 627
Visible-light radical reaction designed by Ru- and Ir-based photoredox catalysis
Koike, T., & Akita, M. (2014) · Inorg. Chem. Front. · doi:10.1039/c4qi00053f · Cited by 454
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
Asymmetric catalysis activated by visible light
Meggers, E. (2015) · Chemical Communications · doi:10.1039/c4cc09268f · Cited by 373
Photochemical Stereocontrol Using Tandem Photoredox–Chiral Lewis Acid Catalysis
Yoon, T. P. (2016) · Accounts of Chemical Research · doi:10.1021/acs.accounts.6b00280 · Cited by 369
Zhukhovitskiy, A. V., MacLeod, M. J., & Johnson, J. A. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00220 · Cited by 363
Cooperative N-Heterocyclic Carbene/Palladium-Catalyzed Enantioselective Umpolung Annulations
Guo, C., Fleige, M., Janssen-Müller, D., Daniliuc, C. G., & Glorius, F. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.6b04364 · Cited by 344
Bergonzini, G., Schindler, C. S., Wallentin, C.-J., Jacobsen, E. N., & Stephenson, C. R. J. (2014) · Chem. Sci. · doi:10.1039/c3sc52265b · Cited by 277
Transition Metal Photoredox Catalysis of Radical Thiol-Ene Reactions
Tyson, E. L., Ament, M. S., & Yoon, T. P. (2013) · The Journal of Organic Chemistry · doi:10.1021/jo3020825 · Cited by 275
Metadata
- Authors
- DiRocco, D. A., & Rovis, T.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2012-05-02
- Volume
- 134
- Issue
- 19
- Pages
- 8094-8097
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2334373491
- Cited by
- 573
- References
- 14
- FWCI
- 26.10
- Type
- journal article
- Language
- en
- Open access
- green
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
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.
