The DOI matches its Crossref record; 11 of the 11 references it cites were found in a registry or an index.
Catalytic Asymmetric Synthesis of Pyrroloindolines via a Rhodium(II)-Catalyzed Annulation of Indoles
Abstract
Herein we report the synthesis of pyrroloindolines via a catalytic enantioselective formal [3+2] cycloaddition of C(3)-substituted indoles. This methodology utilizes 4-aryl-1-sulfonyl-1,2,3-triazoles as carbenoid precursors and the rhodium(II)-tetracarboxylate catalyst Rh2(S-PTAD)4. A variety of aryl-substituted pyrroloindolines were prepared in good yields and with high levels of enantioinduction.
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Citations
Cites
Rhodium-Catalyzed Transannulation of 1,2,3-Triazoles with Nitriles
Horneff, T., Chuprakov, S., Chernyak, N., Gevorgyan, V., & Fokin, V. V. (2008) · Journal of the American Chemical Society · doi:10.1021/ja805079v · Cited by 514
Steven, A., & Overman, L. E. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200700612 · Cited by 464
Rhodium-Catalyzed [3 + 2] Annulation of Indoles
Lian, Y., & Davies, H. M. L. (2009) · Journal of the American Chemical Society · doi:10.1021/ja9078094 · Cited by 282
Self-citationNaturally Occurring Cyclotryptophans and Cyclotryptamines
Anthoni, U., Christophersen, C., & Nielsen, P. H. (1999) · Alkaloids: Chemical and Biological Perspectives · doi:10.1016/s0735-8210(99)80025-9 · Cited by 173
Palladium-Catalyzed C3-Benzylation of Indoles
Zhu, Y., & Rawal, V. H. (2011) · Journal of the American Chemical Society · doi:10.1021/ja2095393 · Cited by 144
Asymmetric alkylation of oxindoles: an approach to the total synthesis of (-)-physostigmine
Lee, T. B. K., & Wong, G. S. K. (1991) · The Journal of Organic Chemistry · doi:10.1021/jo00002a074 · Cited by 135
Usami, Y., Yamaguchi, J., & Numata, A. (2004) · Heterocycles · doi:10.3987/com-04-10037 · Cited by 122
Concise total synthesis of (+)-gliocladins B and C
Boyer, N. C., & Movassaghi, M. (2012) · Chemical Science · doi:10.1039/c2sc20270k · Cited by 115
New oxidation products of tryptophan
Savige, W. (1975) · Australian Journal of Chemistry · doi:10.1071/ch9752275 · Cited by 101
3a-Hydroperoxypyrroloindole from tryptophan. Isolation and transformation to formylkynurenine
Nakagawa, M., Kato, S., Kataoka, S., & Hino, T. (1979) · Journal of the American Chemical Society · doi:10.1021/ja00505a060 · Cited by 52
Taechowisan, T., Wanbanjob, A., Tuntiwachwuttikul, P., & Liu, J. (2009) · Food and Agricultural Immunology · doi:10.1080/09540100902730064 · Cited by 29
Cited by
Ding, S., Jia, G., & Sun, J. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201309855 · Cited by 300
Recent Fascinating Aspects of the CuAAC Click Reaction
Meldal, M., & Diness, F. (2020) · Trends in Chemistry · doi:10.1016/j.trechm.2020.03.007 · Cited by 266
Lu, R., Sam, D. K., Gong, S., Wang, W., Ge, D., Liu, J., Zhang, Y., Gao, M., & Lv, X. (2022) · Diamond and Related Materials · doi:10.1016/j.diamond.2022.109292 · Cited by 7
Spangler, J. E., & Davies, H. M. L. (2013) · ChemInform · doi:10.1002/chin.201341131
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Metadata
- Authors
- Spangler, J. E., & Davies, H. M. L.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2013-04-30
- Volume
- 135
- Issue
- 18
- Pages
- 6802-6805
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2061990609
- Cited by
- 366
- References
- 11
- FWCI
- 27.72
- Type
- journal article
- Language
- en
- Open access
- closed
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