Pd(II)-catalyzed enantioselective borylation of C(sp(3))-H bonds has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands. This reaction is compatible with carbocyclic amides containing alpha-tertiary as well as alpha-quaternary carbon centers. The chiral beta-borylated amides are useful synthons for the synthesis of chiral beta-hydroxylated, eta-fluorinated, and beta-arylated carboxylic acids.