Title : Diethylaminoethyl cellulose (DEAE-C): A catalyst for applications in heterocyclic synthesis
Abstract:
A new attention has recently driven to the extension of the use of DEAE-C to organic reactions, and in particular for the preparation of heterocyclic compounds as scaffold for biological active molecules. Being DEAE-C an ammonium salt, it can be considered as a potential mild acid catalyst or a proton donor and these features could in theory catalyze standard acid-promoted organic reactions or other processes. In addition, the resin nature of DEAE-C could suggest the way to perform organic reactions in the solid state.
Very few examples can be found regarding DEAE-C organic synthesis applications. It is difficult to say if this is due to the failure of attempts made to use DEAE-C or just to forgetfulness or distraction of the organic chemistry investigators. The reported examples deal with the synthesis of isoxazolidines and the selectivity results could be quite interesting and worth for further investigations, as the methodology seems to be a valuable alternative especially for the opportunity that offers to extend the application to a variety of hydroxamic acids and unsaturated carbonyl compounds.
The Diethylaminoethyl cellulose (DEAE-C) is a positively charged resin typically used in ion-exchange chromatography, for the separation and purification of proteins and nucleic acids. DEAE-C is a weakly basic anion exchanger with tertiary amine functional groups bound to a hydrophilic matrix.
