Synthesis and Reactivity of α-Halogenated, C-Protected β-Enamino Acids

S.      Fustero; E.      Salavert; J.   F.   Sanz-Cervera; R.      Roman; B.      Fernandez-Gutierrez

doi:10.2174/1570178043488545

Abstract

C-Protected β-enamino acids (I) reacted with one equivalent of Nhalosuccinimides (NXS) to furnish their α-halogenated derivatives (II). These compounds were then successfully transformed into halogenated uracil derivatives (III) through reaction with triphosgene, followed by 5-membered ring-opening under acidic conditions.

Keywords: halogenation, enamino acid, uracil, oxazoline

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Letters in Organic Chemistry

Title: Synthesis and Reactivity of α-Halogenated, C-Protected β-Enamino Acids

Volume: 1 Issue: 2

Author(s): S. Fustero, E. Salavert, J. F. Sanz-Cervera, R. Roman and B. Fernandez-Gutierrez

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Keywords: halogenation, enamino acid, uracil, oxazoline

Abstract: C-Protected β-enamino acids (I) reacted with one equivalent of Nhalosuccinimides (NXS) to furnish their α-halogenated derivatives (II). These compounds were then successfully transformed into halogenated uracil derivatives (III) through reaction with triphosgene, followed by 5-membered ring-opening under acidic conditions.

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Fustero S., Salavert E., Sanz-Cervera F. J., Roman R. and Fernandez-Gutierrez B., Synthesis and Reactivity of α-Halogenated, C-Protected β-Enamino Acids, Letters in Organic Chemistry 2004; 1 (2) . https://dx.doi.org/10.2174/1570178043488545