Solid-phase synthesis of phosphine–oxazoline peptides

An approach is presented that allows for the synthesis of phosphine–oxazoline ligands by solid-phase synthesis. The method involves the synthesis of amino oxazolines and their use in the cleavage of phosphine sulfide peptides from Kaiser oxime resin. It was discovered that the addition of a catalytic amount of sodium cyanide allows the nucleophilic cleavage from the resin to take place at room temperature and without the addition of acid.