Chain-Elongating Syntheses of Carboxylic Acid Derivatives

2 Chain-Elongating Syntheses of Carboxylic Acid Derivatives [Pg.551]

Malonic Ester Synthesis of Substituted Acetic Acids [Pg.551]

Malonic ester syntheses are the classical analog of acetoacetic ester syntheses of methyl ketones. Neither case requires the use of an amide base for the enolate formation, and in both cases alkoxides suffice to deprotonate the substrate completely. Malonic esters are active-methylene compounds just like acetoacetic ester and its derivatives. [Pg.551]

Both acidic H atoms of a malonic ester can be replaced by alkyl groups. These dialkylated malonic esters are formed by successively removing the acidic protons with sodium alkoxide [Pg.551]

Diastereoselective Alkylation of Chiral Ester and Amide Enolates Generation of Enantiomerically Pure Carboxylic Acids with Chiral Centers in the a-Position [Pg.553]