Facile synthesis of proline based phosphineoxazoline ligands by formation of a PN bond

A series of new PN ligands in which the phosphorus moiety is introduced by formation of a phosphorusheteroatom bond are synthesized. These ligands are based on proline with chiral centers from both proline and an oxazoline. The two chiral centers are responsible for the observed stereoselectivity. Palladium complexes of these ligands are shown to be effective in the allylation of dimethyl malonate as well as amination of allyl acetates.