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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| container_title | Organic letters |
| container_volume | 26 |
| creator | Tao, Li Liu, Xiao-Fei Ren, Bai-Hao Wang, He Sun, Hui-Qin Zhang, Ke Teng, Yong-Qiang Ren, Wei-Min Lu, Xiao-Bing Zhang, Wen-Zhen |
| description | 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. |
| doi_str_mv | 10.1021/acs.orglett.3c04007 |
| format | Article |
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Lett</addtitle><date>2024-01-19</date><risdate>2024</risdate><volume>26</volume><issue>2</issue><spage>542</spage><epage>546</epage><pages>542-546</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>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.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.orglett.3c04007</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-4425-1453</orcidid><orcidid>https://orcid.org/0000-0001-7030-6724</orcidid><orcidid>https://orcid.org/0000-0002-2611-8205</orcidid></addata></record> |
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| ispartof | Organic letters, 2024-01, Vol.26 (2), p.542-546 |
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| language | eng |
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| source | ACS Publications |
| title | Electroreductive Ring-Opening Carboxylation of 1,3-Oxazolidin-2-ones with CO2 for Accessing β‑Amino Acids |
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