Abstract
The acyl groups of β-keto esters are activated by introducing the aryl group at the α-position. The activated acyl groups are effectively transferred to N-, O-andS-nucleophiles. Especially, amines quantitatively cause the transacylation under mild conditions without forming any by-products since this reaction proceeds via pseudo intramolecular process. When arylated diethyl 3-oxopentanedioate (diethyl acetonedicarboxylate) is employed as the substrate, unsymmetrical malonic acid derivatives such as amide ester are readily prepared. Furthermore, the chemoselective acylation of diamines and aminoalcohols are also performed by using high sensitivity of the present reaction to the bulkiness of the nucleophiles, in which no modification of the functional group and no additive are not necessary.
