A strategy for Pd-catalyzed ortho-C-H silylation of biaryl aldehydes enabled by a transient auxiliary is presented.This protocol provides a broad range ofortho-silylated biaryl aldehydes in good yields.The silyl moiety can be further functionalized under mild conditions,rendering the silylated products useful building blocks.Notably,this protocol also offers an opportunity to establish a platform for expeditious synthesis of structurally diverse axially chiral biaryl aldehydes via sequential atroposelective interannular C-H functionalization/intraanular C-H silylation.