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Synthesis 1994; 1994(7): 695-697
DOI: 10.1055/s-1994-25549
short paper
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Regiospecific Synthesis of α-Amino Keto Acetals (β,β-Dialkoxyamines)

Norbert De Kimpe* , Elena Stanoeva
  • *Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, University of Gent, Coupure Links 653, B-9000 Gent, Belgium
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Publication Date:
17 September 2002 (online)

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α-Amino keto acetals (β,β-dialkoxyamines) are synthesized in a regiospecific way by the reaction of α-bromo-α-chloro ketimines with sodium borohydride in methanol. As α-bromo-α-chloro ketimines are formed regiospecifically from α,α-dihalogenated ketones, derived from the corresponding ketones, this methodology entails a regiospecific synthesis of α-amino keto acetals from ketones.