Electrophilic amination of hydrazones:: A new synthetic route to protected α-hydrazino- and α-aminoketones

N-BOC protected alpha-hydrazinoketones 4 and N-tris protected alpha-aminoketones 6 were synthesized in good overall yields by deprotonation and electrophilic amination of the corresponding ketone-N,N-dimethylhydrazones 2 and subsequent oxidative cleavage of the resulting product hydrazones 3 and 5 by ozonolysis. (C) 1998 Elsevier Science Ltd. All rights reserved.