Abstract A new synthesis of 3-fluoroaspartic acid is based on the reaction of dibenzyl difluoromaleate (3) with dibenzylamine. Reduction of this product (4) with sodium cyanoborohydride gave dibenzyl 2-dibenzylamino-3-fluorosuccinate (5), and thence hydrogenolysis of the benzyl groups afforded fluoroaspartic acid (6). Stereochemistry of the products and of the intermediates is discussed.
[Perrin, Charles L.; Karri, Phaneendrasai; Moore, Curtis; Rheingold, Arnold L. Journal of the American Chemical Society, 2012 , vol. 134, # 18 p. 7766 - 7772]
