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Lewis Acids as Highly Efficient Catalysts for the Decarboxylative Esterification of Carboxylic Acids with Dialkyl Dicarbonates

L. Gooßen *, A. Döhring

*Institut für Chemie - Organische Chemie, TU Kaiserslautern, Erwin-Schrödinger-Straße, Geb. 54, 67663 Kaiserslautern Email: goossenchemie.uni-kl.de

L. Goossen, A. Döhring, Adv. Synth. Catal., 2005, 345, 943-947.

DOI: 10.1002/adsc.200303040


Abstract

In the presence of as little as one mol-% of a Lewis acid catalyst, e.g. Mg(ClO4)2 or Cu(OTf)2, carboxylic acids can easily and near quantitatively be protected in a decarboxylative esterification at room temperature as methyl, benzyl, or t-butyl esters. This method tolerates many sensitive functionalities and gives only volatile by-products so that the purification of the products is particularly easy.

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Key Words

carboxylic acids, catalysis, dialkyl dicarbonate, esterification, esters, Lewis acids, decarboxylative esterifications


ID: JXX-Y2003-1190