A New Synthesis ofN-Substituted α-Amino Ketones
- 1 January 1974
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 4 (3) , 143-146
- https://doi.org/10.1080/00397917408062062
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.4Keywords
This publication has 4 references indexed in Scilit:
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- Reaction between α-lactams and grignard reagentsTetrahedron Letters, 1970
- .alpha.-Lactams. VII. Insertion-type alkylation on .alpha.-lactams by action of alkylmagnesium halidesJournal of the American Chemical Society, 1969
- Amino Ketone Rearrangements. IV.1 Thermal Rearrangements of α-Amino Methyl KetonesThe Journal of Organic Chemistry, 1965