A New Synthesis of<u>N</u>-Substituted α-Amino Ketones

Erach R. Talaty, Larry M. Pankow, Douglas D. Delling, Clifford M. Utermoehlen

Synthetic Communications · 1974 · 11 citations · 2 references

Concepts

Abstract

Abstract 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

References

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