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Synthesis 2011(1): 65-68
DOI: 10.1055/s-0030-1258317
DOI: 10.1055/s-0030-1258317
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Novel Synthetic Approach for N-Acyl Imines of Trichloropyruvate
Further Information
Received
2 August 2010
Publication Date:
25 October 2010 (online)
Publication History
Publication Date:
25 October 2010 (online)
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Abstract
A convenient synthesis for N-acyl imines of trichloropyruvates [2-(acylimino)-3,3,3-trichloropropanoates] based on consecutive silylation-chlorinative desilylation of readily accessible α-(acylamino)-substituted dichloroacrylates was developed. The use of the 2-iminopropanoates obtained for the amidoalkylation of S-, O-, N-, and C-centered nucleophiles to afford amino acids derivatives is disclosed.
Key words
N-acyl imines - enamides - iminocarboxylates - trichloromethyl - silylation - chlorination - nucleophilic addition
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