This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
Jean-Christophe Plaquevent, Baptiste Thierry, Dominique Cahard, New Chiral Phase Transfer Supported Catalysts in The Asymmetric Synthesis of a -Amino Acids : The Importance of a Spacer, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01812
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New Chiral Phase Transfer Supported Catalysts in The Asymmetric Synthesis of a -Amino Acids : The Importance of a Spacer
Dominique Cahard 1
Baptiste Thierry 1
Jean-Christophe Plaquevent 1
1. Universite de Rouen, UPRES-A 6014 et Institut de Recherche en Chimie Organique Fine (IRCOF), Rue Tesniere 76821 Mont Saint Aignan Cedex, France
Abstract
Polymer-supported cinchona alkaloid salts with different spacers were used as phase transfer catalysts in the asymmetric C-alkylation of N-diphenyl methylene glycine t-butyl ester for the synthesis of phenylalanine. Various catalysts and alkylation conditions were studied, the best result being 81% ee with cinchoninium iodide bound to polystyrene with a four carbon spacer.
Keywords
a -amino acids
polymer-supported catalysts
asymmetric phase transfer catalysis
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