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Synthesis 2010(1): 103-109  
DOI: 10.1055/s-0029-1217105
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Simple and Convenient Method for the Synthesis of 2-Substituted Glutaconaldehyde Salts and 2-Substituted Glutaconaldehyde Derivatives

Tuan Minh Nguyen, Sabrina Peixoto, Cécile Ouairy, Tung Dinh Nguyen, Michel Bénéchie, Christian Marazano†*, Patrick Michel*
Centre de Recherche CNRS de Gif-sur-Yvette, Institut de Chimie des Substances Naturelles, Avenue de la terrasse, 91198 Gif-sur-Yvette, France
Fax: +33(1)69077247; e-Mail: Patrick.Michel@icsn.cnrs-gif.fr;
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Publication History

Received 30 July 2009
Publication Date:
06 November 2009 (online)

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Abstract

Convenient and scalable syntheses of 2-substituted glutaconaldehyde salts were accomplished from the corresponding pyridinium salts. Glutaconaldehyde salts were additionally converted into aminopentadienal derivatives.

Key words

Zincke aldehydes - aminopentadienal derivatives - pyridinium salts - glutaconaldehyde

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14

The yield of a reaction between 4 and an amine could change from trace to quantitative.

17

5i is not sufficiently soluble in CDCl3 to record a ¹³C spectrum and decomposition was observed when other solvents were used.