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Cinchona alkaloid-based polymer-bound phase-transfer catalysts: Efficient enantioselective alkylation of benzophenone imine of glycine esters

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Summary

Cross-linked polystyrene-bound and poly(ethylene glycol)-bound phase-transfer catalysts as well as homopolymers of cinchona alkaloid derivatives have been synthesised. Both soluble and insoluble polymers have been investigated. The enantioselective alkylation of N-diphenyl methylene glycine t-butyl ester has been successfully carried out in heterogeneous and homogeneous systems. High enantioselectivities (up to 96%) have been obtained. The polymer-bound catalysts have been easily recovered and conditions for efficient recycling have been studied.

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  1. UMR 6014 CNRS de l'Institut de Recherche en Chimie Organique Fine (IRCOF), Université de Rouen, 1 Rue Tesnière, 76821, Mont Saint Aignan Cedex, France

    Baptiste Thierry, Jean-Christophe Plaquevent & Dominique Cahard

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  1. Baptiste Thierry
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Correspondence to Dominique Cahard.

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Thierry, B., Plaquevent, JC. & Cahard, D. Cinchona alkaloid-based polymer-bound phase-transfer catalysts: Efficient enantioselective alkylation of benzophenone imine of glycine esters. Mol Divers 9, 277–290 (2005). https://doi.org/10.1007/s11030-005-8112-3

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