Base-Promoted 5-exo-dig Cyclization of o‑Alkynylamides or 2‑En-4-ynamides with CO2 toward Fully Substituted Acrylates
A base-promoted sequential cyclization and carboxylation of o-alkynylamides or 2-en-4-ynamides with CO2 has been achieved with high efficiency, stereoselectivity, and regioselectivity. This approach begins with 5-exo-dig cyclization followed by trapping the resulting vinyl anion with CO2 and MeI, wh...
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Veröffentlicht in: | Organic letters 2022-08, Vol.24 (31), p.5715-5720 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A base-promoted sequential cyclization and carboxylation of o-alkynylamides or 2-en-4-ynamides with CO2 has been achieved with high efficiency, stereoselectivity, and regioselectivity. This approach begins with 5-exo-dig cyclization followed by trapping the resulting vinyl anion with CO2 and MeI, which provides a convenient access to diverse cyclic and fully substituted acrylates with CO2 as the carboxylic source. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.2c02123 |