An efficient oxidative coupling method for synthesis of novel diastereomeric biaryl diols derived from estrone

An efficient oxidative coupling of estrogen derivatives was developed. Several 2-substitutent-17-deoxyestrones were applied to the aerobic oxidative coupling reactions catalyzed by CuCl2/TMEDA. The products were obtained as diastereoisomers with moderate to good yields. As chiral ligands, three couples of diastereoisomers were applied to the asymmetric HDA reaction to investigate their chemical properties.