Atroposelective arylation of biaryls by C-H activation

Abstract

Axial chirality of biaryls is found in natural products, bioactive molecules, ligands and catalysts and their synthesis is therefore highly appealing. Thus, the atroposelective palladium-catalyzed C-H functionalization of chiral biaryl sulfoxides was extended to a direct arylation reaction, affording ortho-terphenyls bearing one atropisomeric axis. The high stereoselectivities, good yields and operational simplicity, along with the traceless character of the sulfoxide moiety allows access to a wide range of optically active o-terphenyls.