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

SP Morcillo, L Alvarez de Cienfuegos…

Index: Morcillo, Sara P.; Alvarez De Cienfuegos, Luis; Mota, Antonio J.; Justicia, Jose; Robles, Rafael Journal of Organic Chemistry, 2011 , vol. 76, # 7 p. 2277 - 2281

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Citation Number: 32

Abstract

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.