Rh-catalyzed asymmetric allylation of tert-butanesulfinamide†
Abstract
Chiral allylic tert-butanesulfinamides were developed as bidentate sulfur–olefin ligands for rhodium. The synthesis of such ligands is normally based on diastereoselective addition or reduction. The preparation of the diastereomer of allylic tert-butanesulfinamides is underdeveloped and the influence of the second chiral center is not fully examined. We report the Rh-catalyzed asymmetric allylation of tert-butanesulfinamides to synthesize all four stereoisomers of allylic tert-butanesulfinamides. The application of the cyclohexyl-substituted bisoxazolinephosphine ligand is the key to control the regioselectivity.