ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review)
1-Substituted-2,2,2-trifluoroethylamines have emerged as structurally distinct and pharmacologically potent motifs in modern drug design, contributing to enhanced metabolic stability, target selectivity, and bioactivity across various therapeutic classes. This review provides a comprehensive account...
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| Datum: | 2026 |
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| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | Englisch |
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V.I.Vernadsky Institute of General and Inorganic Chemistry
2026
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| Online Zugang: | https://ucj.org.ua/index.php/journal/article/view/761 |
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| Назва журналу: | Ukrainian Chemistry Journal |
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Ukrainian Chemistry Journal| _version_ | 1860506956656017408 |
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| author | Wzorek, Alicja Ono, Taizo Baecker, Daniel Zhang, Wei Soloshonok, Vadim |
| author_facet | Wzorek, Alicja Ono, Taizo Baecker, Daniel Zhang, Wei Soloshonok, Vadim |
| author_sort | Wzorek, Alicja |
| baseUrl_str | https://ucj.org.ua/index.php/journal/oai |
| collection | OJS |
| datestamp_date | 2026-03-23T11:17:51Z |
| description | 1-Substituted-2,2,2-trifluoroethylamines have emerged as structurally distinct and pharmacologically potent motifs in modern drug design, contributing to enhanced metabolic stability, target selectivity, and bioactivity across various therapeutic classes. This review provides a comprehensive account of their catalytic enantioselective synthesis, encompassing chiral auxiliary-based methods and a wide array of asymmetric catalytic strategies — including hydrogenation, [1,3]-proton shift reactions, nucleophilic additions, and cycloadditions. Emphasis is placed on the stereochemical outcomes achieved with ruthenium, palladium, phosphoric acid, borane, and squaramide-based catalysts, many of which routinely deliver an enantiomeric excess (ee) exceeding 90–99%. Despite these advances, the phenomenon of self-disproportionation of enantiomers (SDE) remains critically underreported, casting doubt on the veracity of ee values in the literature. This review highlights the pronounced SDE behavior of fluorinated amines and underscores the need for rigorous stereochemical validation. By integrating synthetic innovation with epistemic scrutiny, this work aims to guide future research toward more reliable, efficient, and stereochemically sound methodologies for the synthesis of fluorinated amine derivatives. |
| doi_str_mv | 10.33609/2708-129X.91.12.2025.33-72 |
| first_indexed | 2026-03-19T02:00:18Z |
| format | Article |
| id | oai:ojs2.1444248.nisspano.web.hosting-test.net:article-761 |
| institution | Ukrainian Chemistry Journal |
| keywords_txt_mv | keywords |
| language | English |
| last_indexed | 2026-03-23T18:47:21Z |
| publishDate | 2026 |
| publisher | V.I.Vernadsky Institute of General and Inorganic Chemistry |
| record_format | ojs |
| spelling | oai:ojs2.1444248.nisspano.web.hosting-test.net:article-7612026-03-23T11:17:51Z ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) Wzorek, Alicja Ono, Taizo Baecker, Daniel Zhang, Wei Soloshonok, Vadim fluorinated amines, catalytic enantioselective synthesis, medicinal chemistry, self-disproportionation of enantiomers, epistemic scrutiny. 1-Substituted-2,2,2-trifluoroethylamines have emerged as structurally distinct and pharmacologically potent motifs in modern drug design, contributing to enhanced metabolic stability, target selectivity, and bioactivity across various therapeutic classes. This review provides a comprehensive account of their catalytic enantioselective synthesis, encompassing chiral auxiliary-based methods and a wide array of asymmetric catalytic strategies — including hydrogenation, [1,3]-proton shift reactions, nucleophilic additions, and cycloadditions. Emphasis is placed on the stereochemical outcomes achieved with ruthenium, palladium, phosphoric acid, borane, and squaramide-based catalysts, many of which routinely deliver an enantiomeric excess (ee) exceeding 90–99%. Despite these advances, the phenomenon of self-disproportionation of enantiomers (SDE) remains critically underreported, casting doubt on the veracity of ee values in the literature. This review highlights the pronounced SDE behavior of fluorinated amines and underscores the need for rigorous stereochemical validation. By integrating synthetic innovation with epistemic scrutiny, this work aims to guide future research toward more reliable, efficient, and stereochemically sound methodologies for the synthesis of fluorinated amine derivatives. V.I.Vernadsky Institute of General and Inorganic Chemistry 2026-01-25 Article Article Organic chemistry Органическая xимия Органічна xімія application/pdf https://ucj.org.ua/index.php/journal/article/view/761 10.33609/2708-129X.91.12.2025.33-72 Ukrainian Chemistry Journal; Vol. 91 No. 12 (2025): Ukrainian Chemistry Journal; 33-72 Украинский химический журнал; Том 91 № 12 (2025): Ukrainian Chemistry Journal; 33-72 Український хімічний журнал; Том 91 № 12 (2025): Ukrainian Chemistry Journal; 33-72 2708-129X 2708-1281 en https://ucj.org.ua/index.php/journal/article/view/761/396 |
| spellingShingle | Wzorek, Alicja Ono, Taizo Baecker, Daniel Zhang, Wei Soloshonok, Vadim ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) |
| title | ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) |
| title_full | ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) |
| title_fullStr | ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) |
| title_full_unstemmed | ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) |
| title_short | ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES(Review) |
| title_sort | enantioselective catalysis for the synthesis of 1-substituted-2,2,2-trifluoroethylamines(review) |
| topic_facet | fluorinated amines catalytic enantioselective synthesis medicinal chemistry self-disproportionation of enantiomers epistemic scrutiny. |
| url | https://ucj.org.ua/index.php/journal/article/view/761 |
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