High-Yielding Aminocarbonylation of 3-Iodo-2-Tropene by Using Amino Acid Esters as N-Nucleophiles

Laszlo Horvath; Zoltan Berente; Laszlo Kollar

doi:10.2174/157017807781024345

Abstract

3-Iodo-2-tropene, synthesised from the corresponding ketone (tropinone) via its hydrazone, was carbonylated in palladium-catalysed homogeneous aminocarbonylation reactions. The 3-carboxamides containing both the tropene and the aminoacid moieties of biological importance were obtained in chemospecific reactions and isolated in up to 85 % yields.

Keywords: Tropane, amino acid, palladium, carbonylation, homogeneous catalysis

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Letters in Organic Chemistry

Title: High-Yielding Aminocarbonylation of 3-Iodo-2-Tropene by Using Amino Acid Esters as N-Nucleophiles

Volume: 4 Issue: 4

Author(s): Laszlo Horvath, Zoltan Berente and Laszlo Kollar

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Keywords: Tropane, amino acid, palladium, carbonylation, homogeneous catalysis

Abstract: 3-Iodo-2-tropene, synthesised from the corresponding ketone (tropinone) via its hydrazone, was carbonylated in palladium-catalysed homogeneous aminocarbonylation reactions. The 3-carboxamides containing both the tropene and the aminoacid moieties of biological importance were obtained in chemospecific reactions and isolated in up to 85 % yields.

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Laszlo Horvath , Zoltan Berente and Laszlo Kollar , High-Yielding Aminocarbonylation of 3-Iodo-2-Tropene by Using Amino Acid Esters as N-Nucleophiles, Letters in Organic Chemistry 2007; 4 (4) . https://dx.doi.org/10.2174/157017807781024345