A New Synthesis of N-Substituted α-Amino Ketones

α-Amino ketones are valuable intermediates in the synthesis of a variety of substances, especially that of heterocyclic compounds, and their preparation and reactions continue to attract attention. 1 Often, these compounds are prepared from the corresponding ketones or their α-bromo derivatives, but...

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Veröffentlicht in:Synthetic communications 1974-01, Vol.4 (3), p.143-146
Hauptverfasser: Talaty, Erach R., Pankow, Larry M., Delling, Douglas D., Utermoehlen, Clifford M.
Format: Artikel
Sprache:eng
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Zusammenfassung:α-Amino ketones are valuable intermediates in the synthesis of a variety of substances, especially that of heterocyclic compounds, and their preparation and reactions continue to attract attention. 1 Often, these compounds are prepared from the corresponding ketones or their α-bromo derivatives, but such syntheses may involve interfering side reactions and consequent difficulties in the isolation of the product. 2 We now report a new synthesis of α-amino ketones which is based on a highly selective cleavage of α-lactams with organolithium compounds. This reaction is in sharp contrast to that of α-lactams with alkylmagnesium halides, which is claimed to effect an insertion-type alkylation of the acyl groups, 3 although this claim has not been substantiated. 4
ISSN:0039-7911
1532-2432
DOI:10.1080/00397917408062062