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Synthesis 2006(10): 1625-1630  
DOI: 10.1055/s-2006-926457
PAPER
© Georg Thieme Verlag Stuttgart · New York

Aminoalkylation of ‘Push-Pull’ Enamines Having a Methyl Group at the α-Position with Imines of Methyl 3,3,3-Trifluoropyruvate

Dmitriy A. Sibgatulin, Dmitriy M. Volochnyuk, Eduard B. Rusanov, Aleksandr N. Kostyuk*
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska 5, Kyiv-94, 02094, Ukraine
Fax: +380(44)5373253; e-Mail: a.kostyuk@enamine.net;
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Publication History

Received 12 December 2005
Publication Date:
27 April 2006 (online)

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Abstract

The reaction of ‘push-pull’ enamines having a methyl group at the α-position with imines of methyl 3,3,3-trifluoropyruvate was investigated. Structural sensitivity of the reaction was found and discussed. As a result, a set of β-dicarbonyl compounds bearing a protected amino acid moiety was obtained.

Key words

‘push-pull’ enamines - imines of methyl 3,3,3-trifluoropyruvate - aminoalkylation - protected amino acids

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