Disulfoxide Ligands in Rhodium Catalyzed Asymmetric 1,4-Addition: First Studies and Future Directions

Abstract

Disulfoxides with atropisomeric backbones are introduced as readily available chiral ligands for the rhodium-catalyzed 1,4-addition of arylboronic acids to unsaturated carbonyl compounds. The ligands are obtained in pure form from either commercially available or easily synthesized starting materials. Precatalysts with general formula {(disulfoxide)RhCl}2 were prepared in high yield and were fully characterized. Preliminary results on the influence of steric and electronic modifications of the ligand structure and their impact on the catalytic behavior are presented.

Keywords

• 1,4-addition
• Chiral sulfoxide ligands
• Ligand tuning
• Rhodium catalysis