Australian Journal of Chemistry p. 55 - 64 (1995)
Update date:2022-09-26
Topics:
Ang, Kiah H.
Prager, Rolf H.
Williams, Craig M.
Isoxazolones unsubstituted at C 3 react with lithium amides or alkyllithiums to give ketenimines.The presence of an ethoxycarbonyl group at C 4 allows capture of this species by addition of a second equivalent of the lithiated species to give enolates which can be alkylated in situ.The presence of a phenyl group at C 4 gives a ketenimine which reacts intramolecularly in the presence of lithium amides, whereas alkyllithiums undergo addition in synthetically useful processes.
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