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leads to the formation of fluoroaromatic compounds with a good yield: 
doi:10.1016/j.tetlet.2005.03.185 
Copyright © 2005 Elsevier Ltd All rights reserved.
Highly selective glycine phase-transfer catalysis using fluoroanthracenylmethyl cinchonidine catalysts
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Received 7 March 2005;
Abstract
Fluoroanthracenylmethyl cinchonidine phase-transfer catalysts have been produced and explored for asymmetric glycine alkylation. The fluoroanthracenylmethyl precursors were made from aryloxazolidinones and aldehydes using an efficient electrophilic substitution with phosphorous pentoxide. The cinchonidine catalysts promote highly selective glycine alkylation under mild conditions. The 1,8-difluoroanthracenyl-10-methyl catalyst 6 (10 mol %) in toluene/THF with 50% aqueous KOH (−20 °C) promoted benzylation of glycine 1 to give 2 in 86% yield, 98% ee. Other electrophiles also gave excellent selectivity and reactivity.
Keywords: Phase-transfer catalysis; Alkylation; Cinchona alkaloid; Organocatalysis
