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Poly(ethylene glycol) supported cinchona alkaloids as phase transfer catalysts: application to the enantioselective synthesis of α-amino acids

✍ Scribed by Baptiste Thierry; Jean-Christophe Plaquevent; Dominique Cahard


Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
193 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis


We have demonstrated that quaternary ammonium salts of cinchona alkaloids grafted to a poly(ethylene glycol) matrix are efficient homogeneous catalysts in the enantioselective alkylation of glycine Schiff base derivatives. The role of the solvent, the molecular weight of the polymer and the anchorage site on the alkaloid were investigated, leading to ee's up to 81%.


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A new class of asymmetric phase-transfer
✍ Barry Lygo; Philip G. Wainwright 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 247 KB

A new class of Cinchona alkaloid-derived quaternary ammonium phase-transfer catalysts bearing a N-anthracenylmethyl function ate presented. These catalysts show high stereocontrol in the asynunetric alkylation of a benzophenone-derived glycine-imine, and application of this process to the enantiosel