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Directing-group-assisted copper-catalyzed olefinic trifluoromethylation of electron-deficient alkenes.
Angew Chem Int Ed Engl. 2013 Nov 18; 52(47):12414-7.AC

Abstract

Assistance provided: The directing group in the title reaction not only activates the substrates but also allows the stereospecific formation of cis-trifluoromethylated products. The reaction is operationally simple and tolerates a wide variety of functional groups, thus providing an efficient method for the stereoselective synthesis of β-CF3 -functionalized acrylamide derivatives.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Feng C
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (P. R. China).
Loh TP
No affiliation info available

MeSH

AlkenesCarbonCatalysisCopperElectronsFluorineHydrogenMethylationStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

24123499

Citation

Feng, Chao, and Teck-Peng Loh. "Directing-group-assisted Copper-catalyzed Olefinic Trifluoromethylation of Electron-deficient Alkenes." Angewandte Chemie (International Ed. in English), vol. 52, no. 47, 2013, pp. 12414-7.
Feng C, Loh TP. Directing-group-assisted copper-catalyzed olefinic trifluoromethylation of electron-deficient alkenes. Angew Chem Int Ed Engl. 2013;52(47):12414-7.
Feng, C., & Loh, T. P. (2013). Directing-group-assisted copper-catalyzed olefinic trifluoromethylation of electron-deficient alkenes. Angewandte Chemie (International Ed. in English), 52(47), 12414-7. https://doi.org/10.1002/anie.201307245
Feng C, Loh TP. Directing-group-assisted Copper-catalyzed Olefinic Trifluoromethylation of Electron-deficient Alkenes. Angew Chem Int Ed Engl. 2013 Nov 18;52(47):12414-7. PubMed PMID: 24123499.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Directing-group-assisted copper-catalyzed olefinic trifluoromethylation of electron-deficient alkenes. AU - Feng,Chao, AU - Loh,Teck-Peng, Y1 - 2013/10/02/ PY - 2013/08/18/received PY - 2013/10/15/entrez PY - 2013/10/15/pubmed PY - 2014/6/15/medline KW - CH activation KW - alkenes KW - copper KW - cross-coupling KW - trifluoromethylation SP - 12414 EP - 7 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 52 IS - 47 N2 - Assistance provided: The directing group in the title reaction not only activates the substrates but also allows the stereospecific formation of cis-trifluoromethylated products. The reaction is operationally simple and tolerates a wide variety of functional groups, thus providing an efficient method for the stereoselective synthesis of β-CF3 -functionalized acrylamide derivatives. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/24123499/Directing_group_assisted_copper_catalyzed_olefinic_trifluoromethylation_of_electron_deficient_alkenes_ L2 - https://doi.org/10.1002/anie.201307245 DB - PRIME DP - Unbound Medicine ER -