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Mild Method for the Selective Esterification of Carboxylic Acids Based on the Garegg−Samuelsson Reaction

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journal contribution
posted on 01.04.2011 by Sara P. Morcillo, Luis Álvarez de Cienfuegos, Antonio J. Mota, José Justicia, Rafael Robles
A mild method for the selective esterification of primary alcohols is described. The use of different phosphines, I2, and imidazole allows the selective esterification of a wide variety of acids with excellent results. The generation of a bulky phosphonium-carboxylate salt as intermediate could justify the selectivity observed in this process. Additionally, amides also can be synthesized with use of this method.