Electroreductive Ring-Opening Carboxylation of 1,3-Oxazolidin-2-ones with CO2 for Accessing β‑Amino Acids
Electrocarboxylation of the C(sp3)–O bond in 1,3-oxazolidin-2-ones with CO2 to achieve β-amino acids is developed. The C–O bond in substrates can be selectively cleaved via the single electron transfer on the surface of a cathode or through a CO2 • – intermediate under additive-free conditions. A g...
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Veröffentlicht in: | Organic letters 2024-01, Vol.26 (2), p.542-546 |
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Hauptverfasser: | , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Electrocarboxylation of the C(sp3)–O bond in 1,3-oxazolidin-2-ones with CO2 to achieve β-amino acids is developed. The C–O bond in substrates can be selectively cleaved via the single electron transfer on the surface of a cathode or through a CO2 • – intermediate under additive-free conditions. A great diversity of β-amino acids can be obtained in a moderate to excellent yield and readily converted to various biologically active compounds. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.3c04007 |