Reaction of lithium enediolates with perfluoroketene dithioacetals. Synthesis of α-trifluoromethyl γ-dicarboxylic acid derivatives

E Sotoca, JP Bouillon, S Gil, M Parra, C Portella

Index: Sotoca, Enrique; Bouillon, Jean-Philippe; Gil, Salvador; Parra, Margarita; Portella, Charles Tetrahedron Letters, 2004 , vol. 45, # 45 p. 8315 - 8317

Full Text: HTML

Citation Number: 15

Abstract

The reaction of perfluoroketene dithioacetals with dianions of carboxylic acids proceeds through the substitution of the vinylic fluoride. The preparative value of this reaction depends strongly on the reaction and work-up conditions, the optimisation of which led to use LDA as a base and multiple extraction techniques. The overall process may be considered as a formal synthesis of α-trifluoromethyl γ-dicarboxylic acid derivatives.