Synthesis of Optically Active Organofluorides by Ring Opening of Oxazolidinone-Fused Aziridines
A general method for synthesizing optically active, primary, secondary, and tertiary organofluorides was developed. This chiral pool synthesis utilized the skeleton of arabinose to generate diastereomerically pure 2-oxazolidinone-fused aziridines, which underwent ring opening with a fluoride anion. The adducts, polyoxygenated organofluorides, were useful precursors to various fluorinated compounds, such as fluorinated amino acids.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:25 |
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| Enthalten in: |
Organic letters - 25(2023), 1 vom: 13. Jan., Seite 190-194 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Chen, Hung-Che [VerfasserIn] |
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| Links: |
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| Themen: |
Amines |
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| Anmerkungen: |
Date Completed 16.01.2023 Date Revised 26.01.2023 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/acs.orglett.2c04042 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM350876460 |
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| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A general method for synthesizing optically active, primary, secondary, and tertiary organofluorides was developed. This chiral pool synthesis utilized the skeleton of arabinose to generate diastereomerically pure 2-oxazolidinone-fused aziridines, which underwent ring opening with a fluoride anion. The adducts, polyoxygenated organofluorides, were useful precursors to various fluorinated compounds, such as fluorinated amino acids | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Aziridines |2 NLM | |
| 650 | 7 | |a Oxazolidinones |2 NLM | |
| 650 | 7 | |a Amines |2 NLM | |
| 700 | 1 | |a Liu, Chi-Yun |e verfasserin |4 aut | |
| 700 | 1 | |a Angamuthu, Venkatachalam |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Wei-Chen |e verfasserin |4 aut | |
| 700 | 1 | |a Wen, Chi-Sheng |e verfasserin |4 aut | |
| 700 | 1 | |a Hou, Duen-Ren |e verfasserin |4 aut | |
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