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Synthesis 1994; 1994(4): 427-431
DOI: 10.1055/s-1994-25491
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Synthesis of α,α-Dialkoxy Imines and α-Keto Acetals

Norbert De Kimpe* , Elena Stanoeva, Marc Boeykens
  • *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 History

Publication Date:
17 September 2002 (online)

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A convenient synthesis of monoacetals of α-diones, i. e. α-keto acetals, was developed by silver ion induced alcoholysis of regiospecifically formed α-bromo-α-chloro ketones. Similarly, the corresponding α,α-dialkoxy ketimines were synthesized from silver ion induced alcoholysis of α-bromo-α -chloro ketimines. Both methods provide an easy access to protected forms of α-diones, useful as building blocks in organic chemistry.

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