The Use of Chiral <i>ortho</i>‐Auxiliaries/Substituents and Remote Stereogenic Centers in Atropselective Biaryl Synthesis

Abstract

Axially chiral biaryls are core structures of increasingly important organic molecules including bioactive natural products, drugs, chiral ligands and organocatalysts. Among established methods for accessing these axially chiral structures, chiral ortho ‐auxiliaries/substituents and remote stereogenic centers have provided useful strategies for the preparation of highly functionalized enantiopure biaryl compounds such as gossypol, rugulotrosin A, korupensamine A, phosphine ligands, sulfoxides, and 2‐amino‐2′‐hydroxy‐1,1′‐binaphthyls (NOBINs). These strategies, which entail point‐to‐axial chirality transfer, have received increasing attention in the last thirty years. This minireview up to October 2019 describes these methods with attention to the atropselective formation of biaryl systems influenced by chiral ortho ‐auxiliaries/substituents and remote stereogenic centers.