Journal of Organic Chemistry p. 130 - 135 (1986)
Update date:2022-08-04
Topics:
Hoffman, Robert V.
Jankowski, Bryan C.
Carr, C. Sean
Duesler, Eileen N.
α-(p-Nitrophenyl)sulfonoxy ketones can be converted to α-hydroxy ketals and α-hydroxy ketones by reaction with potassium carbonate and basic or acidic workup, respectively.They also react with amines to give α-amino ketones in high yields.Nonnucleophilic amines give an intramolecular aromatic substitution in the derived enolate.Factors which dictate the reaction patterns in these compounds are discussed.
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