Preparation and facile addition reactions of iminium salts derived from amino ketene silyl acetal and amino silyl enol ether

While iminium salts generated by the oxidation of amino ketene silyl acetals show intriguing reactivities to give useful γ-oxo-α-amino esters via reactions with silyl enol ethers in good yields, new iminium salts are also prepared by the oxidation of amino silyl enol ethers. They undergo facile addi...

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Veröffentlicht in:RSC advances 2020-07, Vol.1 (46), p.27874-27883
Hauptverfasser: Shimizu, Makoto, Hata, Shingo, Kondo, Koichi, Murakami, Kazuhiro, Mizota, Isao, Zhu, Yusong
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Sprache:eng
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Zusammenfassung:While iminium salts generated by the oxidation of amino ketene silyl acetals show intriguing reactivities to give useful γ-oxo-α-amino esters via reactions with silyl enol ethers in good yields, new iminium salts are also prepared by the oxidation of amino silyl enol ethers. They undergo facile addition reaction with various nucleophiles to give α-amino ketone derivatives in good yields. While iminium salts generated from amino ketene silyl acetals react with silyl enol ethers, those from amino silyl enol ethers also undergo facile addition reactions to give alpha-amino ketone derivatives in good yields.
ISSN:2046-2069
2046-2069
DOI:10.1039/d0ra05768a