Efficient route to atropisomeric ligands--application to the synthesis of MeOBIPHEP analogues

Org Lett. 2011 Jun 17;13(12):3250-3. doi: 10.1021/ol2011874. Epub 2011 May 23.

Abstract

A highly efficient Pd-catalyzed P-C coupling reaction of easily accessible atropisomeric bisphosphane is described in the presence of various electron-poor aromatic iodides. The reactions are conducted in the presence of a Pd(II)/dppf catalyst in acetonitrile at 80 °C. The reaction conditions are compatible with several electron-withdrawing groups such as esters, cyano, chloro, and trifluoromethyl groups and lead to atropisomeric MeOBIPHEP derivatives in good to excellent yields and high enantiomeric purities.