Sulfoxide-Alkene Hybrids: A New Class of Chiral Ligands for the Hayashi-Miyaura Reaction

Sulfoxide-alkene hybrids are introduced as a new class of chiral heterodentate ligands for the Hayashi-Miyaura reaction. The synthesis of these ligands was achieved without the use of protecting groups. A chiral resolution was performed via simple column-chromatographic separation of the diastereomeric ligands. Both diastereomers proved to be excellent ligands In Rh-catalyzed 1,4-addition reactions, furnishing chiral Products with high enantloselectivities and, remarkably, opposite stereoconfigurations.