The DOI matches its Crossref record; 72 of the 72 references it cites were found in a registry or an index.
Update 1 of: Asymmetric Fluorination, Trifluoromethylation, and Perfluoroalkylation Reactions
Abstract
ADVERTISEMENT RETURN TO ISSUEReviewNEXTUpdate 1 of: Asymmetric Fluorination, Trifluoromethylation, and Perfluoroalkylation ReactionsJun-An Ma† and Dominique Cahard*‡View Author Information Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, China, and UMR 6014 CNRS, laboratoire COBRA de l'IRCOF (Institut de Recherche en Chimie Organique Fine), Université et INSA de Rouen, Rue Tesniere, F-76130 Mont Saint Aignan, France* To whom correspondence should be addressed. Fax: (33) 2 35 52 29 62. E-mail: [email protected]†Tianjin University.‡Université et INSA de Rouen.Cite this: Chem. Rev. 2008, 108, 9, PR1–PR43Publication Date (Web):September 10, 2008Publication History Received11 March 2008Published online10 September 2008Published inissue 10 September 2008https://pubs.acs.org/doi/10.1021/cr800221vhttps://doi.org/10.1021/cr800221vreview-articleACS PublicationsCopyright © 2008 American Chemical SocietyRequest reuse permissionsArticle Views13320Altmetric-Citations823LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose SUBJECTS:Halogenation,Organic compounds,Reagents,Stereoselectivity,Trifluoromethylation Get e-Alerts
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
van der Waals Volumes and Radii
Bondi, A. (1964) · The Journal of Physical Chemistry · doi:10.1021/j100785a001 · Cited by 19,350
Lindley, J. (1984) · Tetrahedron · doi:10.1016/s0040-4020(01)91791-0 · Cited by 2,253
Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications
Kirsch, P. (2004) · Wiley eBooks · doi:10.1002/352760393x · Cited by 1,841
Organofluorine Chemistry: Principles and Commercial Applications
(1994) · doi:10.1007/978-1-4899-1202-2 · Cited by 1,691
Fluorine substituent effects (on bioactivity)
Smart, B. E. (2001) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(01)00375-x · Cited by 1,497
Welch, J. T. (1987) · Tetrahedron · doi:10.1016/s0040-4020(01)90286-8 · Cited by 1,136
Perfluoroalkylation with Organosilicon Reagents
Prakash, G. K. S., & Yudin, A. K. (1997) · Chemical Reviews · doi:10.1021/cr9408991 · Cited by 1,027
Organofluorine Compounds: Chemistry and Applications
Hiyama, T. (2000) · Springer eBooks · doi:10.1007/978-3-662-04164-2 · Cited by 950
Organic Fluorine Hardly Ever Accepts Hydrogen Bonds
Dunitz, J. D., & Taylor, R. (1997) · Chemistry – A European Journal · doi:10.1002/chem.19970030115 · Cited by 943
Electrophilic Perfluoroalkylating Agents
Umemoto, T. (1996) · Chemical Reviews · doi:10.1021/cr941149u · Cited by 599
Seebach, D. (1990) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199013201 · Cited by 577
Prakash, G. K. S., Krishnamurti, R., & Olah, G. A. (1989) · Journal of the American Chemical Society · doi:10.1021/ja00183a073 · Cited by 537
The Electronegativity of Groups
Huheey, J. E. (1965) · The Journal of Physical Chemistry · doi:10.1021/j100894a011 · Cited by 526
Chemistry of organic fluorine compounds
Hudlický, M. (1961) · Medical Entomology and Zoology · Cited by 474
Enantioselective Formation of Stereogenic Carbon–Fluorine Centers by a Simple Catalytic Method
Marigo, M., Fielenbach, D., Braunton, A., Kjærsgaard, A., & Jørgensen, K. A. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200500395 · Cited by 474
Electrophilic NF Fluorinating Agents
Lal, G. S., Pez, G. P., & Syvret, R. G. (1996) · Chemical Reviews · doi:10.1021/cr941145p · Cited by 461
Biosynthesis of an organofluorine molecule
O'Hagan, D., Schaffrath, C., Cobb, S. L., Hamilton, J. T. G., & Murphy, C. D. (2002) · Nature · doi:10.1038/416279a · Cited by 449
Fluorinated Carbonyl and Olefinic Compounds: Basic Character and Asymmetric Catalytic Reactions
Mikami, K., Itoh, Y., & Yamanaka, M. (2003) · Chemical Reviews · doi:10.1021/cr030685w · Cited by 437
Die ersten CF3-substituierten organyl(chlor)silane
Ruppert, I., Schlich, K., & Volbach, W. (1984) · Tetrahedron Letters · doi:10.1016/s0040-4039(01)80208-2 · Cited by 431
Enantioselective Organocatalytic α-Fluorination of Aldehydes
Beeson, T. D., & MacMillan, D. W. C. (2005) · Journal of the American Chemical Society · doi:10.1021/ja051805f · Cited by 424
Ma, J., & Cahard, D. (2004) · Angewandte Chemie International Edition · doi:10.1002/anie.200300635 · Cited by 419
Self-citationSingh, R. P., & Shreeve, J. M. (2000) · Tetrahedron · doi:10.1016/s0040-4020(00)00550-0 · Cited by 413
Recent advances in the selective formation of the carbon-fluorine bond
Wilkinson, J. A. (1992) · Chemical Reviews · doi:10.1021/cr00012a002 · Cited by 368
Synthesis of 2-deoxy-2,2-difluoro-D-ribose and 2-deoxy-2,2'-difluoro-D-ribofuranosyl nucleosides
Hertel, L. W., Kroin, J. S., Misner, J. W., & Tustin, J. M. (1988) · The Journal of Organic Chemistry · doi:10.1021/jo00246a002 · Cited by 366
THAYER, A. M. (2006) · Chemical & Engineering News Archive · doi:10.1021/cen-v084n033.p015 · Cited by 342
Crystal structure and mechanism of a bacterial fluorinating enzyme
Dong, C., Huang, F., Deng, H., Schaffrath, C., Spencer, J. B., O'Hagan, D., & Naismith, J. H. (2004) · Nature · doi:10.1038/nature02280 · Cited by 335
Organic reactions in steroid chemistry
Fried, J. H., & Edwards, J. A. (1972) · Medical Entomology and Zoology · Cited by 285
Recent advances in electrophilic fluorination
Taylor, S. D., Kotoris, C. C., & Hum, G. (1999) · Tetrahedron · doi:10.1016/s0040-4020(99)00748-6 · Cited by 244
Mann, J. (1987) · Chemical Society Reviews · doi:10.1039/cs9871600381 · Cited by 236
Singh, R. P., & Shreeve, J. M. (2004) · Accounts of Chemical Research · doi:10.1021/ar030043v · Cited by 233
Chemistry of organic fluorine compounds II: a critical review
(1996) · Choice Reviews Online · doi:10.5860/choice.33-3915 · Cited by 230
Shibata, N., Suzuki, E., & Takeuchi, Y. (2000) · Journal of the American Chemical Society · doi:10.1021/ja002732x · Cited by 225
Coe, P. L. (1993) · Journal of Organometallic Chemistry · doi:10.1016/0022-328x(93)80373-j · Cited by 222
Enantioselective halogenation reactions
Ibrahim, H., & Togni, A. (2004) · Chemical Communications · doi:10.1039/b317004g · Cited by 218
Selectfluor™ reagent F-TEDA-BF4 in action: tamed fluorine at your service
Banks, R. E. (1998) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(97)00127-9 · Cited by 209
Laumonnier, F., Roger, S., Guérin, P., Molinari, F., M’Rad, R., Cahard, D., Belhadj, A., Halayem, M., Persico, A. M., Elia, M., et al. (2006) · American Journal of Psychiatry · doi:10.1176/ajp.2006.163.9.1622 · Cited by 179
Self-citationCahard, D., Audouard, C., Plaquevent, J.-C., & Roques, N. (2000) · Organic Letters · doi:10.1021/ol006610l · Cited by 179
Self-citationSynthesis of Monotrifluoromethyl-Substituted Saturated Cycles
Lin, P., & Jiang, J. (2000) · Tetrahedron · doi:10.1016/s0040-4020(00)00158-7 · Cited by 169
Shibata, N., Ishimaru, T., Nakamura, S., & Toru, T. (2007) · Journal of Fluorine Chemistry · doi:10.1016/j.jfluchem.2006.12.014 · Cited by 168
C−F···H−C Hydrogen Bonds in Ribonucleic Acids
Parsch, J., & Engels, J. W. (2002) · Journal of the American Chemical Society · doi:10.1021/ja012116g · Cited by 152
DNA-Mediated Enantioselective Carbon-Fluorine Bond Formation
Shibata, N., Toru, T., Yasui, H., & Nakamura, S. (2007) · Synlett · doi:10.1055/s-2007-977429 · Cited by 143
Titanium-Catalyzed Stereoselective Geminal Heterodihalogenation of β-Ketoesters
Frantz, R., Hintermann, L., Perseghini, M., Broggini, D., & Togni, A. (2003) · Organic Letters · doi:10.1021/ol0343459 · Cited by 136
(α-Monofluoroalkyl)phosphonates: a class of isoacidic and “tunable” mimics of biological phosphates
Berkowitz, D. B., & Bose, M. (2001) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(01)00478-x · Cited by 126
Significant Inter- and Intramolecular O−H···FC Hydrogen Bonding
Barbarich, T. J., Rithner, C. D., Miller, S. M., Anderson, O. P., & Strauss, S. H. (1999) · Journal of the American Chemical Society · doi:10.1021/ja983552e · Cited by 125
The Mechanism of Catalytic Enantioselective Fluorination: Computational and Experimental Studies
Piana, S., Devillers, I., Togni, A., & Röthlisberger, U. (2002) · Angewandte Chemie International Edition · Cited by 122
Peet, N. P., Burkhart, J. P., Angelastro, M. R., Giroux, E. L., Mehdi, S., Bey, P., Kolb, M., Neises, B., & Schirlin, D. (1990) · Journal of Medicinal Chemistry · doi:10.1021/jm00163a063 · Cited by 118
Billard, T., & Langlois, B. R. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200600643 · Cited by 107
Prakash, G. K. S., Chacko, S., Alconcel, S. N. S., Stewart, T., Mathew, T., & Olah, G. A. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200700834 · Cited by 107
Enantioselective introduction of fluoride into organic compounds
Bruns, S., & Haufe, G. (2000) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(00)00249-9 · Cited by 103
Takeuchi, Y., Suzuki, T., Satoh, A., Shiragami, T., & Shibata, N. (1999) · The Journal of Organic Chemistry · doi:10.1021/jo9904011 · Cited by 93
Davis, F. A., & Han, W. (1992) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)91883-5 · Cited by 89
Chou, T. S., Heath, P. C., Patterson, L. E., et al. (1992) · Synthesis · doi:10.1055/s-1992-26167 · Cited by 87
Fukuzumi, T., Shibata, N., Sugiura, M., Nakamura, S., & Toru, T. (2006) · Journal of Fluorine Chemistry · doi:10.1016/j.jfluchem.2006.01.004 · Cited by 71
Radical trifluoromethylation of ketone Li enolates
Itoh, Y., & Mikami, K. (2006) · Tetrahedron · doi:10.1016/j.tet.2006.03.115 · Cited by 71
Enantioselective reformatsky reaction of methyl bromodifluoroacetate
Braun, M., Vonderhagen, A., & Waldmüller, D. (1995) · Liebigs Annalen · doi:10.1002/jlac.1995199508196 · Cited by 64
Trifluoroacetamides from Amino Alcohols as Nucleophilic Trifluoromethylating Reagents
Joubert, J., Roussel, S., Christophe, C., Billard, T., Langlois, B. R., & Vidal, T. (2003) · Angewandte Chemie International Edition · doi:10.1002/anie.200351301 · Cited by 59
Schofield, H. (1999) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(99)00147-5 · Cited by 58
Fluor‐organische Synthesen, I. Die Fluorolyse metallorganischer Bindungen durch Perchlorylfluorid
Schlosser, M., & Heinz, G. (1969) · Chemische Berichte · doi:10.1002/cber.19691020620 · Cited by 58
Towards Enantioselective Nucleophilic Trifluoromethylation
Roussel, S., Billard, T., Langlois, B. R., & Saint‐Jalmes, L. (2004) · Chemistry - A European Journal · doi:10.1002/chem.200400777 · Cited by 46
Synthesis, Characterization and Biological Evaluation of 7α-Perfluoroalkylestradiol Derivatives
Blazejewski, J., Wilmshurst, M. P., Popkin, M. D., Wakselman, C., Laurent, G., Nonclercq, D., Cleeren, A., Ma, Y., Seo, H.-S., & Leclercq, G. (2003) · Bioorganic & Medicinal Chemistry · doi:10.1016/s0968-0896(02)00457-1 · Cited by 44
Enders, D., Potthoff, M., Raabe, G., & Runsink, J. (1997) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199723621 · Cited by 42
Zhang, X., Wang, H., & Guo, Y. (2006) · Rapid Communications in Mass Spectrometry · doi:10.1002/rcm.2532 · Cited by 40
Developing Catalytic Enantioselective Fluorination
Togni, A., Mezzetti, A., Barthazy, P., Becker, C. C., Devillers, I., Frantz, R., Hintermann, L., Perseghini, M., & Sanna, M. (2001) · CHIMIA International Journal for Chemistry · doi:10.2533/chimia.2001.801 · Cited by 40
Trifluoromethylation of chiral aldehyde and synthesis of 6-deoxy-6,6,6-trifluorohexoses.
Hanzawa, Y., Uda, J., Kobayashi, Y., Ishido, Y., Taguchi, T., & Shiro, M. (1991) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.39.2459 · Cited by 35
Walter, M. W., Adlington, R. M., Baldwin, J. E., Chuhan, J., & Schofield, C. J. (1995) · Tetrahedron Letters · doi:10.1016/0040-4039(95)01619-s · Cited by 35
Carbohydrates as organic raw materials II
Kennedy, J. F., & Hasamudin, W. H. W. (1994) · Carbohydrate Polymers · doi:10.1016/0144-8617(94)90151-1 · Cited by 30
Poss, A. J., & Shia, G. A. (1999) · Tetrahedron Letters · doi:10.1016/s0040-4039(99)00303-2 · Cited by 30
Synthesis of metallo-β-lactamase inhibitors
Walter, M. W., Adlington, R. M., Baldwin, J. E., & Schofield, C. J. (1997) · Tetrahedron · doi:10.1016/s0040-4020(97)00404-3 · Cited by 25
Peng, S., & Qing, F. (1999) · Journal of the Chemical Society Perkin Transactions 1 · doi:10.1039/a906263g · Cited by 21
Synthesis of 1′-fluorouracil nucleosides as potential antimetabolites
Kodama, T., Matsuda, A., & Shuto, S. (2006) · Tetrahedron · doi:10.1016/j.tet.2006.07.101 · Cited by 19
Mild α-fluorination of enantiomerically pure β-ketosulfoxides by F-TEDA-BF4
Arnone, A., Bravo, P., Frigerio, M., Salani, G., Viani, F., Zanda, M., & ZAPPALA, C. (1997) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(97)00035-3 · Cited by 16
Synthesis of the First α‐Fluoro‐Phosphotyrosyl Mimetic
Shi, Z., Liu, H., Zhang, M., Yang, D., & Burke, T. R. (2004) · Synthetic Communications · doi:10.1081/scc-200034770 · Cited by 12
Cited by
Wang, J., Sánchez-Roselló, M., Aceña, J. L., del Pozo, C., Sorochinsky, A. E., Fustero, S., Soloshonok, V. A., & Liu, H. (2014) · Chemical Reviews · doi:10.1021/cr4002879 · Cited by 4,847
Xu, X.-H., Matsuzaki, K., & Shibata, N. (2015) · Chemical Reviews · doi:10.1021/cr500193b · Cited by 1,079
Carbon Trifluoromethylation Reactions of Hydrocarbon Derivatives and Heteroarenes
Alonso, C., Martínez de Marigorta, E., Rubiales, G., & Palacios, F. (2015) · Chemical Reviews · doi:10.1021/cr500368h · Cited by 1,073
Monofluorination of Organic Compounds: 10 Years of Innovation
Champagne, P. A., Desroches, J., Hamel, J.-D., Vandamme, M., & Paquin, J.-F. (2015) · Chemical Reviews · doi:10.1021/cr500706a · Cited by 963
Zhu, Y., Han, J., Wang, J., Shibata, N., Sodeoka, M., Soloshonok, V. A., Coelho, J. A. S., & Toste, F. D. (2018) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00778 · Cited by 640
Metadata
- Authors
- Ma, J.-A., & Cahard, D.
- Venue
- Chemical Reviews
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-09-10
- Volume
- 108
- Issue
- 9
- Pages
- PR1-PR43
- ISSN
- 0009-2665 (ISSN-L)
- 1520-6890
- OpenAlex
- W2086033600
- Cited by
- 892
- References
- 72
- FWCI
- 2.25
- Type
- journal article
- Language
- en
- Open access
- closed
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.