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Synlett 2000; 2000(8): 1077-1091
DOI: 10.1055/s-2000-6732
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Alkyl 2-Substituted 3-(Dimethylamino)propenoates and Related Compounds - Versatile Reagents in Heterocyclic Chemistry

Branko Stanovnik* , Jurij Svete
  • *Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva 5, 1000 Ljubljana, Slovenia; Fax + 3 86(61)1 25 82 20; E-mail: branko.stanovnik@uni-lj.si
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Publication Date:
31 December 2000 (online)

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Alkyl 2-substituted 3-(dimethylamino)propenoates and related compounds, masked α-formyl-α-amino- and α-formyl-α-hydroxy acid derivatives, available in one step from 2-substituted acetic acid derivatives by treatment with amide acetals, represent a useful synthetic tool for a simple preparation of various heterocyclic systems and aryl- and heteroaryl substituted amino acid derivatives. On the other hand, 3-(dimethylamino)propenoates can also serve as reagents for the protection of amino group, e.g. in peptide synthesis.

3-(dimethylamino)propenoates - heterocyclic systems - synthesis - reagents - amino acids