From Peripheral Stereogenic Center to Axial Chirality: Synthesis of 3‐Arylthiophene Atropisomers

Abstract

AbstractA practical synthesis of axially chiral biaryls via chirality transfer from peripheral stereogenic carbon centers is reported. In contrast to the traditional aromatization process of a non‐aromatic structure withipsostereogenic centers, this method is based on a Pd‐catalyzed carbon‐carbon bond cleavage/ring‐opening reaction of optically active 8H‐indenothiophen‐8‐ols with an achiral ligand, enabling synthesis of highly functionalized 3‐arylthiophene atropisomers in high enantioselectivity.magnified image