Regioselective Functionalization of Enamides at the α‑Carbon via Unsymmetrical 2‑Amidoallyl Cations

Regioselective Functionalization of Enamides at the α‑Carbon via Unsymmetrical 2‑Amidoallyl Cations

A new method to functionalize enamides via an intermediacy of unsymmetrical 2-amidoallyl cations is reported. Generated under mild Brønsted acid catalysis, these reactive species were found to undergo addition with various nucleophiles at the less substituted α-carbon to produce highly substituted e...

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Veröffentlicht in:Organic letters 2017-05, Vol.19 (9), p.2414-2417
Hauptverfasser: Saputra, Mirza A, Dange, Nitin S, Cleveland, Alexander H, Malone, Joshua A, Fronczek, Frank R, Kartika, Rendy
Format: Artikel
Sprache:eng
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Zusammenfassung:A new method to functionalize enamides via an intermediacy of unsymmetrical 2-amidoallyl cations is reported. Generated under mild Brønsted acid catalysis, these reactive species were found to undergo addition with various nucleophiles at the less substituted α-carbon to produce highly substituted enamides in high yields with complete control of regioselectivity.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b00962