Non‐stereoselective C(sp 2 )– H Activation Followed by Selective Functionalization of Metallacyclic Intermediate

Catalytic stereoselective functionalization of C(sp2)H bonds represents a highly atom- and step-economical paradigm toward the construction of an incredibly diverse array of chiral organic compounds. Such processes constitute a significant challenge involving controlling both the chemo- and stereoselectivity. In this chapter, we comprehensively summarize transition metal-catalyzed enantioselective C(sp2)H bond transformations, which are believed to proceed via a metal-catalyzed non-stereoselective C–H activation, followed by either an inter- or intramolecular stereoselective functionalization of metallacyclic intermediate, thus generating a molecule with either central or planar chirality. According to the mode of reaction, the chapter is divided into two sections: intramolecular couplings and intermolecular couplings.